CN109232295A - A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides - Google Patents
A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides Download PDFInfo
- Publication number
- CN109232295A CN109232295A CN201811245437.6A CN201811245437A CN109232295A CN 109232295 A CN109232295 A CN 109232295A CN 201811245437 A CN201811245437 A CN 201811245437A CN 109232295 A CN109232295 A CN 109232295A
- Authority
- CN
- China
- Prior art keywords
- cyclohexanediacetic acid
- cyclohexanediacetic
- crystallising
- monoamides
- acid
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/02—Preparation of carboxylic acid amides from carboxylic acids or from esters, anhydrides, or halides thereof by reaction with ammonia or amines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/12—Preparation of carboxylic acid amides by reactions not involving the formation of carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/22—Separation; Purification; Stabilisation; Use of additives
- C07C231/24—Separation; Purification
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/14—The ring being saturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention provides the method for crystallising of one kind 1,1- cyclohexanediacetic acid monoamides, comprising the following steps: under conditions of 50~70 DEG C of stirrings, H is added dropwise into the ammonium salt solution of 1,1- cyclohexanediacetic acid monoamides2SO4It is 0.5%~2% to material acidity, it is 10-20r/min that mixing speed is adjusted after precipitating crystal during being added dropwise, and after sulfuric acid is added dropwise, 2~2.5h is kept the temperature under conditions of 45~55r/min, is centrifuged, is washed, it is dry, obtain 1,1- cyclohexanediacetic acid monoamides.Provided by the invention 1, the method for crystallising of 1- cyclohexanediacetic acid monoamides, pass through the technological parameter in optimization crystallization process, so that the 1 of preparation, 1- cyclohexanediacetic acid monoamides product yield is the purity that can reach 99.9% or more up to 98% or more, and without recrystallizing and refining, simplifies production technology, production efficiency is improved, large-scale industrial production is suitble to.
Description
Technical field
The present invention relates to chemical production technical fields, more particularly to the crystallization side of one kind 1,1- cyclohexanediacetic acid monoamides
Method.
Background technique
1,1- cyclohexanediacetic acid monoamides is the important medicine intermediate for synthesizing antiepileptic Gabapentin.It closes at present
Method at 1,1- cyclohexanediacetic acid monoamides is that 1,1- cyclohexanediacetic acid acid anhydride and high concentration ammonium hydroxide are anti-at relatively high temperatures
It answers, acquired solution acidification, crystallization is then centrifuged for, and is dried, is obtained 1,1- cyclohexanediacetic acid monoamides, synthetic route is as follows.
The generally existing yield of crystallization processes at present during existing synthesis 1,1- cyclohexanediacetic acid monoamides is low, with
And need to recrystallize and can be only achieved higher purity, it is relatively low so as to cause 1,1- cyclohexanediacetic acid monoamides production efficiency
The disadvantages of.Therefore, a kind of simple process, product yield and higher 1, the 1- hexamethylene for being suitable for industrialized production of purity are found
The method for crystallising of base oxalic acid monoamides is most important.
Summary of the invention
It is lower there are yield for the existing crystallization processes prepared during 1,1- cyclohexanediacetic acid monoamides and need
The problem of can be only achieved higher degree is recrystallized, the present invention provides the preparation side of one kind 1,1- cyclohexanediacetic acid monoamides
Method.
In order to solve the above technical problems, present invention provide the technical scheme that
The method for crystallising of one kind 1,1- cyclohexanediacetic acid monoamides, comprising the following steps:
Under conditions of 50~70 DEG C of stirrings, H is added dropwise into the ammonium salt solution of 1,1- cyclohexanediacetic acid monoamides2SO4Extremely
Material acidity is 0.5%~2%, and it is 10-20r/min that mixing speed is adjusted after precipitating crystal during being added dropwise, and sulfuric acid knot is added dropwise
Shu Hou keeps the temperature 2~2.5h under conditions of 45~55r/min, is centrifuged, and washs, dry, obtains 1,1- cyclohexanediacetic acid list acyl
Amine.
Compared with the existing technology, the method for crystallising of 1,1- cyclohexanediacetic acid monoamides provided by the invention, higher
At a temperature of crystallization, avoid (NH4)2SO4Precipitation, reduce the content of impurity in 1,1- cyclohexanediacetic acid monoamides；Heat preservation
Time is long and selects lower mixing speed after precipitating crystal, and gives crystal sufficient ageing time, so that 1,1- cyclohexyl two
Acetic acid monoamides crystal is big and uniform, tunes up mixing speed in later period insulating process, has cleaned crystal form surface, and product impurity is few,
Content is high, and not needing recrystallization can reach higher purity；By the way of sulfuric acid is slowly added dropwise, avoid since sulfuric acid adds
Entering heat release causes temperature to increase, and have to using brine ice cooling the problem of, simplify technique, reduce energy consumption.The present invention
The method for crystallising of 1, the 1- cyclohexanediacetic acid monoamides provided, by the technological parameter in optimization crystallization process, so that preparation
1,1- cyclohexanediacetic acid monoamides product yield can reach 99.9% or more up to 98% or more, and without recrystallizing and refining
Purity, simplify production technology, improve production efficiency, be suitble to large-scale industrial production.
Preferably, the mass concentration of the sulfuric acid is 40~60%, and the time that sulfuric acid is added dropwise is 5.5~6.5h.
Preferred sulfuric acid concentration can reduce the reaction heat released in acidization, drop without using brine ice to reaction
Temperature reduces energy consumption, simplifies technique；Preferred time for adding can be such that acidification reaction carries out more abundant, improve the receipts of product
Rate.
Preferably, when sulfuric acid being added dropwise before precipitating crystal, mixing speed is 75~85r/min.
The ammonium salt solution and sulfuric acid that preferred mixing speed can make 1,1- cyclohexanediacetic acid monoamides are when shorter
It is interior to be uniformly mixed, improve reaction speed.
Preferably, the preparation method of the ammonium salt solution of 1, the 1- cyclohexanediacetic acid monoamides includes the following steps:
Under conditions of 25~35 DEG C, 1,1- cyclohexanediacetic acid acid anhydride liquid is added dropwise in ammonium hydroxide, keeps the temperature 1~1.5h, active carbon is added
Decoloration, keeps the temperature 0.5~1h, and filtering obtains the ammonium salt solution of 1,1- cyclohexanediacetic acid monoamides.
By controlling aminating reaction temperature at 25~35 DEG C, 1,1- cyclohexanediacetic acid can be avoided to hydrolyze as far as possible, reduced
Active carbon decoloring is added in the generation of by-product after ammonification, product content can be made high and white color, optimize the matter of final products
Amount；The preferred insulation reaction time can be such that reaction carries out more abundant, improve the conversion ratio of 1,1- cyclohexanediacetic acid acid anhydride, from
And improve the yield of final products.
Preferably, the molar ratio of 1, the 1- cyclohexanediacetic acid acid anhydride and the ammonium hydroxide is 1:1.2~1.5.
The utilization rate of 1,1- cyclohexanediacetic acid acid anhydride can be improved in preferred material rate, to improve 1,1- cyclohexyl
The yield of oxalic acid monoamides product.
Preferably, the mass percentage content of ammonia is 8~15% in the ammonium hydroxide.
Preferred ammonia concn, after the ammonium salt solution of 1,1- cyclohexanediacetic acid monoamides can be made to be acidified, impurity inorganic salts
It is not easy to be precipitated.
Preferably, the time for adding of 1, the 1- cyclohexanediacetic acid acid anhydride liquid is 2~3h.
It is more abundant that the time for adding of preferred 1,1- cyclohexanediacetic acid acid anhydride liquid can be such that reaction carries out, and avoids by-product
Generation, reduce by 1,1- cyclohexanediacetic acid monoamides ammonium salt solution in impurity content.
Preferably, the additional amount of the active carbon is 1, the 1- cyclohexanediacetic acid acid anhydride liquid and the ammonium hydroxide total weight
1~2%.
The additional amount of preferred active carbon can make under conditions of activated carbon dosage few as far as possible, as much as possible to remove 1,
Impurity in the ammonium salt solution of 1- cyclohexanediacetic acid monoamides, and make final products white color, the quality of product is improved,
Be conducive to subsequent filter, reduce filtration time, improves production efficiency.
Specific embodiment
In order to make the objectives, technical solutions, and advantages of the present invention clearer, with reference to embodiments, to the present invention
It is further elaborated.It should be appreciated that the specific embodiments described herein are merely illustrative of the present invention, it is not used to
Limit the present invention.
Embodiment 1
A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides:
(1) under conditions of 25 DEG C, 1,1- cyclohexanediacetic acid acid anhydride is warming up to 70 DEG C of meltings, is added drop-wise to 8% ammonium hydroxide
In, time for adding 2.5h, the molar ratio of 1,1- cyclohexanediacetic acid acid anhydride and ammonium hydroxide is 1:1.5, keeps the temperature 1.5h, adds 1,1-
The active carbon decoloring of cyclohexanediacetic acid acid anhydride liquid and ammonium hydroxide total weight 2% filters after keeping the temperature 0.5h；
It (2) is 50 DEG C in temperature, under conditions of mixing speed is 85r/min, mass concentration, which is added dropwise, into above-mentioned filtrate is
50% H2SO4It is 0.52% to acidity, mixing speed is adjusted to 20r/min, sulphur after precipitating crystal by time for adding 6.5h
It is 50r/min that mixing speed is adjusted after sour completion of dropwise addition, keeps the temperature 2h, then with centrifuge with the speed centrifugation of 500r/min, water
It washes, is dried in 60-120 DEG C, gained 1,1- cyclohexanediacetic acid monoamides, yield 98.7%, content 99.916%.
Embodiment 2
A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides:
(3) under conditions of 35 DEG C, 1,1- cyclohexanediacetic acid acid anhydride is warming up to 70 DEG C of meltings, is added drop-wise to 12% ammonium hydroxide
In, time for adding 2h, the molar ratio of 1,1- cyclohexanediacetic acid acid anhydride and ammonium hydroxide is 1:1.2, keeps the temperature 1.5h, adds 1,1- ring
The active carbon decoloring of hexyl diethyl acid anhydrides liquid and ammonium hydroxide total weight 1% filters after keeping the temperature 1h；
It (4) is 60 DEG C in temperature, under conditions of mixing speed is 75r/min, mass concentration, which is added dropwise, into above-mentioned filtrate is
40% H2SO4It is 1.92% to acidity, mixing speed is adjusted to 10r/min, sulfuric acid after precipitating crystal by time for adding 6h
It is 55r/min that mixing speed is adjusted after completion of dropwise addition, keeps the temperature 2.5h, then with centrifuge with the speed centrifugation of 500r/min, water
It washes, is dried in 60-120 DEG C, gained 1,1- cyclohexanediacetic acid monoamides, yield 98.7%, content 99.941%.
Embodiment 3
A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides:
(5) under conditions of 30 DEG C, 1,1- cyclohexanediacetic acid acid anhydride is warming up to 70 DEG C of meltings, is added drop-wise to 15% ammonium hydroxide
In, time for adding 3h, the molar ratio of 1,1- cyclohexanediacetic acid acid anhydride and ammonium hydroxide is 1:1.4, keeps the temperature 1h, adds 1,1- hexamethylene
The active carbon decoloring of base diethyl acid anhydrides liquid and ammonium hydroxide total weight 1.5% filters after keeping the temperature 0.5h；
It (6) is 70 DEG C in temperature, under conditions of mixing speed is 80r/min, mass concentration, which is added dropwise, into above-mentioned filtrate is
60% H2SO4It is 1.26% to acidity, mixing speed is adjusted to 15r/min, sulphur after precipitating crystal by time for adding 5.5h
It is 45r/min that mixing speed is adjusted after sour completion of dropwise addition, keeps the temperature 2h, then with centrifuge with the speed centrifugation of 500r/min, water
It washes, is dried in 60-120 DEG C, gained 1,1- cyclohexanediacetic acid monoamides, yield 98.7%, content 99.937%.
Comparative example 1
A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides:
(7) under conditions of 25 DEG C, 1,1- cyclohexanediacetic acid acid anhydride is warming up to 70 DEG C of meltings, is added drop-wise to 8% ammonium hydroxide
In, time for adding 2.5h, the molar ratio of 1,1- cyclohexanediacetic acid acid anhydride and ammonium hydroxide is 1:1.5, keeps the temperature 1h, adds 1,1- ring
The active carbon decoloring of hexyl diethyl acid anhydrides liquid and ammonium hydroxide total weight 2% filters after keeping the temperature 1h；
It (8) is 40 DEG C in temperature, under conditions of mixing speed is 80r/min, mass concentration, which is added dropwise, into above-mentioned filtrate is
55% H2SO4It is 0.92% to acidity, mixing speed is adjusted to 15r/min, sulfuric acid after precipitating crystal by time for adding 6h
It is 50r/min that mixing speed is adjusted after completion of dropwise addition, keeps the temperature 2h, is then centrifuged with centrifuge with the speed of 500r/min, washing,
It is dried in 60-120 DEG C, gained 1,1- cyclohexanediacetic acid monoamides, yield 96.8%, content 98.732%.
Comparative example 2
A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides:
(9) under conditions of 25 DEG C, 1,1- cyclohexanediacetic acid acid anhydride is warming up to 70 DEG C of meltings, is added drop-wise to 10% ammonium hydroxide
In, time for adding 2h, the molar ratio of 1,1- cyclohexanediacetic acid acid anhydride and ammonium hydroxide is 1:1.5, keeps the temperature 1h, adds 1,1- hexamethylene
The active carbon decoloring of base diethyl acid anhydrides liquid and ammonium hydroxide total weight 2% filters after keeping the temperature 1h；
It (10) is 25 DEG C in temperature, under conditions of mixing speed is 80r/min, mass concentration, which is added dropwise, into above-mentioned filtrate is
50% H2SO4It is 1.68%, time for adding 6h to acidity, being kept stirring speed is 80r/min, 2h is kept the temperature, then with centrifugation
Machine is dried, gained 1,1- cyclohexanediacetic acid monoamides, yield is with speed centrifugation, the washing of 500r/min in 60-120 DEG C
96.2%, content 97.458%.
Comparative example 3
A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides:
(11) under conditions of 25 DEG C, 1,1- cyclohexanediacetic acid acid anhydride is warming up to 70 DEG C of meltings, is added drop-wise to 14% ammonia
In water, time for adding 2.5h, the molar ratio of 1,1- cyclohexanediacetic acid acid anhydride and ammonium hydroxide is 1:1.5, keeps the temperature 1h, adds 1,1-
The active carbon decoloring of cyclohexanediacetic acid acid anhydride liquid and ammonium hydroxide total weight 1% filters after keeping the temperature 1h；
It (12) is 70 DEG C in temperature, under conditions of mixing speed is 80r/min, mass concentration, which is added dropwise, into above-mentioned filtrate is
60% H2SO4It is 1.26%, time for adding 6h to acidity, being kept stirring speed is 80r/min, 2h is kept the temperature, then with centrifugation
Machine is dried, gained 1,1- cyclohexanediacetic acid monoamides, yield is with speed centrifugation, the washing of 500r/min in 60-120 DEG C
97.1%, content 98.459%.
In conclusion the method for crystallising of 1,1- cyclohexanediacetic acid monoamides provided by the invention, simple process do not need
Special equipment, low energy consumption, and side reaction is few, the purity of 1,1- cyclohexanediacetic acid anhydride product obtained can reach 99.9% with
On, yield can reach 98% or more, have broad application prospects.
The foregoing is merely illustrative of the preferred embodiments of the present invention, is not intended to limit the invention, all in essence of the invention
Made any modification, equivalent replacement or improvement etc., should all be included in the protection scope of the present invention within mind and principle.
Claims (8)
1. one kind 1, the method for crystallising of 1- cyclohexanediacetic acid monoamides, which comprises the following steps:
Under conditions of 50~70 DEG C of stirrings, H is added dropwise into the ammonium salt solution of 1,1- cyclohexanediacetic acid monoamides2SO4To material
Acidity is 0.5%~2%, and it is 10-20r/min that mixing speed is adjusted after precipitating crystal during being added dropwise, after sulfuric acid is added dropwise,
2~2.5h is kept the temperature under conditions of 45~55r/min, is centrifuged, and is washed, it is dry, obtain 1,1- cyclohexanediacetic acid monoamides.
2. the method for crystallising of 1,1- cyclohexanediacetic acid monoamides as described in claim 1, which is characterized in that the sulfuric acid
Mass concentration is 40~60%, and the time that sulfuric acid is added dropwise is 5.5~6.5h.
3. the method for crystallising of 1,1- cyclohexanediacetic acid monoamides as described in claim 1, which is characterized in that before precipitating crystal
When sulfuric acid is added dropwise, mixing speed is 75~85r/min.
4. the method for crystallising of 1,1- cyclohexanediacetic acid monoamides as described in claim 1, which is characterized in that 1, the 1- ring
The preparation method of the ammonium salt solution of hexyl oxalic acid monoamides includes the following steps: under conditions of 25~35 DEG C, by 1,1- ring
Hexyl diethyl acid anhydrides liquid is added dropwise in ammonium hydroxide, keeps the temperature 1~1.5h, and active carbon decoloring is added, and keeps the temperature 0.5~1h, and filtering obtains 1,
The ammonium salt solution of 1- cyclohexanediacetic acid monoamides.
5. the method for crystallising of 1,1- cyclohexanediacetic acid monoamides as claimed in claim 4, which is characterized in that 1, the 1- ring
The molar ratio of hexyl diethyl acid anhydrides and the ammonium hydroxide is 1:1.2~1.5.
6. the method for crystallising of 1,1- cyclohexanediacetic acid monoamides as claimed in claim 4, which is characterized in that in the ammonium hydroxide
The mass percentage content of ammonia is 8~15%.
7. the method for crystallising of 1,1- cyclohexanediacetic acid monoamides as claimed in claim 4, which is characterized in that 1, the 1- ring
The time for adding of hexyl diethyl acid anhydrides liquid is 2~3h.
8. the method for crystallising of 1,1- cyclohexanediacetic acid monoamides as claimed in claim 4, which is characterized in that the active carbon
Additional amount be the 1~2% of the 1,1- cyclohexanediacetic acid acid anhydride liquid and the ammonium hydroxide total weight.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811245437.6A CN109232295A (en) | 2018-10-24 | 2018-10-24 | A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201811245437.6A CN109232295A (en) | 2018-10-24 | 2018-10-24 | A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN109232295A true CN109232295A (en) | 2019-01-18 |
Family
ID=65082017
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201811245437.6A Pending CN109232295A (en) | 2018-10-24 | 2018-10-24 | A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN109232295A (en) |
Citations (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1603295A (en) * | 2004-07-30 | 2005-04-06 | 常州天汁化工有限公司 | Process for preparing substituted glutaric anhydride |
| WO2005090310A2 (en) * | 2004-03-17 | 2005-09-29 | Serichim S.R.L. | Process for preparing cyclohexanediacetic acid monoamide |
| WO2006000562A1 (en) * | 2004-06-24 | 2006-01-05 | Zambon Group S.P.A. | Process for the preparation of gabapentin |
| CN101037395A (en) * | 2006-12-20 | 2007-09-19 | 杭州手心医药化学品有限公司 | Preparation method of 1,1-Cyclohexane diethyl acid mono amide |
| US20080103334A1 (en) * | 2006-10-26 | 2008-05-01 | Ipca Laboratories Ltd | Process For Synthesis Of Gabapentin |
| CN101417960A (en) * | 2008-12-01 | 2009-04-29 | 太仓市运通化工厂 | Method for preparing 1,1-cyclohexanediacetic acid mono amide |
| CN103333081A (en) * | 2013-06-27 | 2013-10-02 | 南通泰通化学科技有限公司 | Preparation method of 1,1-cyclohexanediacetic acid mono amide |
| CN103450080A (en) * | 2012-05-31 | 2013-12-18 | 盐城拜克化学工业有限公司 | Preparation method of 3,3-pentamethylene glutarimide |
| CN104402744A (en) * | 2014-11-28 | 2015-03-11 | 太仓运通生物化工有限公司 | Preparation method for gabapentin |
| CN104402752A (en) * | 2014-11-28 | 2015-03-11 | 太仓运通生物化工有限公司 | Preparation method of 1,1'-cyclohexyl monoamide |
| CN104447512A (en) * | 2014-11-26 | 2015-03-25 | 太仓运通生物化工有限公司 | Preparation method of 3, 3-pentamethylene glutarimide |
| CN104447372A (en) * | 2014-11-26 | 2015-03-25 | 太仓运通生物化工有限公司 | Preparation method of gabapentin |
| CN104478802A (en) * | 2014-11-26 | 2015-04-01 | 太仓运通生物化工有限公司 | Process for synthesizing 3,3-pentamethylene glutarimide |
| CN104496833A (en) * | 2014-11-26 | 2015-04-08 | 太仓运通生物化工有限公司 | Gabapentin synthesis technology |
| CN105061239A (en) * | 2015-08-18 | 2015-11-18 | 太仓运通生物化工有限公司 | Gabapentin synthesis method |
-
2018
- 2018-10-24 CN CN201811245437.6A patent/CN109232295A/en active Pending
Patent Citations (15)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005090310A2 (en) * | 2004-03-17 | 2005-09-29 | Serichim S.R.L. | Process for preparing cyclohexanediacetic acid monoamide |
| WO2006000562A1 (en) * | 2004-06-24 | 2006-01-05 | Zambon Group S.P.A. | Process for the preparation of gabapentin |
| CN1603295A (en) * | 2004-07-30 | 2005-04-06 | 常州天汁化工有限公司 | Process for preparing substituted glutaric anhydride |
| US20080103334A1 (en) * | 2006-10-26 | 2008-05-01 | Ipca Laboratories Ltd | Process For Synthesis Of Gabapentin |
| CN101037395A (en) * | 2006-12-20 | 2007-09-19 | 杭州手心医药化学品有限公司 | Preparation method of 1,1-Cyclohexane diethyl acid mono amide |
| CN101417960A (en) * | 2008-12-01 | 2009-04-29 | 太仓市运通化工厂 | Method for preparing 1,1-cyclohexanediacetic acid mono amide |
| CN103450080A (en) * | 2012-05-31 | 2013-12-18 | 盐城拜克化学工业有限公司 | Preparation method of 3,3-pentamethylene glutarimide |
| CN103333081A (en) * | 2013-06-27 | 2013-10-02 | 南通泰通化学科技有限公司 | Preparation method of 1,1-cyclohexanediacetic acid mono amide |
| CN104447512A (en) * | 2014-11-26 | 2015-03-25 | 太仓运通生物化工有限公司 | Preparation method of 3, 3-pentamethylene glutarimide |
| CN104447372A (en) * | 2014-11-26 | 2015-03-25 | 太仓运通生物化工有限公司 | Preparation method of gabapentin |
| CN104478802A (en) * | 2014-11-26 | 2015-04-01 | 太仓运通生物化工有限公司 | Process for synthesizing 3,3-pentamethylene glutarimide |
| CN104496833A (en) * | 2014-11-26 | 2015-04-08 | 太仓运通生物化工有限公司 | Gabapentin synthesis technology |
| CN104402744A (en) * | 2014-11-28 | 2015-03-11 | 太仓运通生物化工有限公司 | Preparation method for gabapentin |
| CN104402752A (en) * | 2014-11-28 | 2015-03-11 | 太仓运通生物化工有限公司 | Preparation method of 1,1'-cyclohexyl monoamide |
| CN105061239A (en) * | 2015-08-18 | 2015-11-18 | 太仓运通生物化工有限公司 | Gabapentin synthesis method |
Non-Patent Citations (1)
| Title |
|---|
| VARAL, DIPAK ETAL: "Mild and efficient condition for synthesis of gabapentin impurity B and E", 《CHEMICAL SCIENCE TRANSACTIONS 》 * |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN102329224B (en) | Method for purifying dodecanedioic acid | |
| CN103570525B (en) | Method for refining long-chain dibasic acid | |
| CN102329212B (en) | Refining method for long-chain binary acid | |
| CN110451582B (en) | Method for continuously producing ferric trichloride | |
| CN104118891A (en) | Potassium nitrate production process by double decomposition-air cooling crystallization method | |
| CN103804172B (en) | A kind of method improving organic acid production quality | |
| CN106946716B (en) | Process for synthesizing benzalkonium chloride monomer | |
| KR101899015B1 (en) | Process for the production of l-carnitine tartrate | |
| CN106517289A (en) | Method of using low-grade witherite to produce high-purity barium chloride | |
| CN104261435B (en) | A kind of double decomposition potassium nitrate crystal system and crystallization processes | |
| CN109232295A (en) | A kind of method for crystallising of 1,1- cyclohexanediacetic acid monoamides | |
| CN104355990B (en) | Method for recycling and mechanically using L- (+) -tartaric acid in D-ethyl ester production | |
| CN105985251A (en) | Clean production process for amino acids such as iminodiacetic acid | |
| CN115676788B (en) | High-purity potassium dihydrogen phosphate and preparation method thereof | |
| CN107311892A (en) | A kind of preparation method of smart sulfanilamide (SN) | |
| CN106987608A (en) | A kind of crystallization in motion of calcium gluconae | |
| CN102417525A (en) | Preparation method for synthesizing D-glucosamine sodium sulfate | |
| CN102417207A (en) | Process method for preparing ammonium dimolybdate crystal by using sulfuric acid and molybdenum calcine | |
| JP2014502956A (en) | Preparation of 5-sulfoisophthalic acid monolithium salt with low sulfuric acid ester concentration using acetic acid washing | |
| CN103708566A (en) | Method for improving filtering performance of ferrous sulfate | |
| CN103012270A (en) | Method for recovering antipyrine from mother solution after crystallization of antipyrine crude oil | |
| KR930006693B1 (en) | Process for maing phosphoric acid crystalization | |
| CN104693073A (en) | Preparation method for creatine nitrate | |
| CN102070476A (en) | Glutamic acid crystal transformation method | |
| CN110128240B (en) | Method for separating p-chlorobromobenzene and o-chlorobromobenzene by suspension melting crystallization method |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PB01 | Publication | ||
| PB01 | Publication | ||
| SE01 | Entry into force of request for substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| RJ01 | Rejection of invention patent application after publication |
Application publication date: 20190118 |
|
| RJ01 | Rejection of invention patent application after publication |