GB402762A - Process for the manufacture of new organic salts of bismuth and oleaginous solutions thereof - Google Patents
Process for the manufacture of new organic salts of bismuth and oleaginous solutions thereofInfo
- Publication number
- GB402762A GB402762A GB1263632A GB1263632A GB402762A GB 402762 A GB402762 A GB 402762A GB 1263632 A GB1263632 A GB 1263632A GB 1263632 A GB1263632 A GB 1263632A GB 402762 A GB402762 A GB 402762A
- Authority
- GB
- United Kingdom
- Prior art keywords
- acid
- bismuth
- ethyl
- salts
- saponification
- 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.)
- Expired
Links
- 229910052797 bismuth Inorganic materials 0.000 title abstract 8
- JCXGWMGPZLAOME-UHFFFAOYSA-N bismuth atom Chemical class [Bi] JCXGWMGPZLAOME-UHFFFAOYSA-N 0.000 title abstract 6
- 150000003839 salts Chemical class 0.000 title abstract 6
- 238000004519 manufacturing process Methods 0.000 title 1
- 238000000034 method Methods 0.000 title 1
- 239000002253 acid Substances 0.000 abstract 27
- 150000007513 acids Chemical class 0.000 abstract 6
- 150000002148 esters Chemical class 0.000 abstract 6
- 238000007127 saponification reaction Methods 0.000 abstract 6
- 125000004429 atom Chemical group 0.000 abstract 5
- 125000000217 alkyl group Chemical group 0.000 abstract 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 4
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 abstract 3
- 150000001621 bismuth Chemical class 0.000 abstract 3
- 239000000243 solution Substances 0.000 abstract 3
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract 2
- 239000003513 alkali Substances 0.000 abstract 2
- RHGQOMYDGHIKFH-GNOQXXQHSA-K bis[[(z)-octadec-9-enoyl]oxy]bismuthanyl (z)-octadec-9-enoate Chemical compound [Bi+3].CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O.CCCCCCCC\C=C/CCCCCCCC([O-])=O RHGQOMYDGHIKFH-GNOQXXQHSA-K 0.000 abstract 2
- 230000000249 desinfective effect Effects 0.000 abstract 2
- XXRLJXZVZZXDPP-UHFFFAOYSA-N ethyl 2-chloro-2-phenylacetate Chemical compound CCOC(=O)C(Cl)C1=CC=CC=C1 XXRLJXZVZZXDPP-UHFFFAOYSA-N 0.000 abstract 2
- 238000010255 intramuscular injection Methods 0.000 abstract 2
- 239000007927 intramuscular injection Substances 0.000 abstract 2
- 235000008390 olive oil Nutrition 0.000 abstract 2
- 239000004006 olive oil Substances 0.000 abstract 2
- 229910052708 sodium Inorganic materials 0.000 abstract 2
- 239000011734 sodium Substances 0.000 abstract 2
- NESLWCLHZZISNB-UHFFFAOYSA-M sodium phenolate Chemical compound [Na+].[O-]C1=CC=CC=C1 NESLWCLHZZISNB-UHFFFAOYSA-M 0.000 abstract 2
- SYXYWTXQFUUWLP-UHFFFAOYSA-N sodium;butan-1-olate Chemical compound [Na+].CCCC[O-] SYXYWTXQFUUWLP-UHFFFAOYSA-N 0.000 abstract 2
- 235000015112 vegetable and seed oil Nutrition 0.000 abstract 2
- 239000008158 vegetable oil Substances 0.000 abstract 2
- 229910052783 alkali metal Inorganic materials 0.000 abstract 1
- -1 alkali metal salt Chemical class 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 abstract 1
- 235000011187 glycerol Nutrition 0.000 abstract 1
- RXPAJWPEYBDXOG-UHFFFAOYSA-N hydron;methyl 4-methoxypyridine-2-carboxylate;chloride Chemical compound Cl.COC(=O)C1=CC(OC)=CC=N1 RXPAJWPEYBDXOG-UHFFFAOYSA-N 0.000 abstract 1
- 125000003884 phenylalkyl group Chemical group 0.000 abstract 1
- 239000011541 reaction mixture Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/94—Bismuth compounds
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
Bismuth salts of the acids <FORM:0402762/III/1> or <FORM:0402762/III/2> where R is an alkyl, phenyl or phenylalkyl group containing at least four and preferably not more than seventeen carbons atoms, and R<1> is an alkyl, phenyl or phenalkyl group, are obtained by reacting a solution of bismuth nitrate in water and glycerine with an alkali metal salt of the acids in question. Salts may be obtained having one, two, or three acid groups to one atom of bismuth, the reaction mixture if necessary having alkali added thereto, so that there are always present three atoms of alkali to each atom of bismuth. The salts obtained are extracted with benzene. They are soluble in or miscible with vegetable oils such as olive oil to give stable sterilizable solutions which may be administered medicinally by intra-muscular injection. Examples describe the preparation of the bismuth salts of a -phenyloxycaproic acid, of a -butylthiolauric acid, and of a -butyloxyphenylacetic acid. Salts of the following acids are also referred to: a -ethoxylauric acid, a -butoxylauric acid, a -phenoxylauric acid, a -benzylthiolauric acid, and a -phenylthiolauric acid. a -phenyloxycaproic acid is obtained by saponification of ethyl-a -phenyloxycaproate. The ester is prepared from sodium phenate and ethyl-a -bromocaproate. a -butylthiolauric acid is obtained by saponification of ethyl-a -butylthiolaurate. The ester is prepared from sodium butylmercaptide and ethyl-a -bromolaurate. a -butyloxyphenylacetic acid is obtained by saponification of ethyl-a -butyloxyphenylacetate. The ester is prepared from sodium butylate and ethyl-phenylchloracetate. A statement of the art mentions bismuth naphthenate, bismuth camphorcarbonate, and bismuth oleate. In this connection are referred to respectively German Specification 441,871, French Specification 657,694, and British Specification 206,487, [Class 81 (i), Disinfecting &c.].ALSO:a -Phenyloxycaproic acid is obtained by saponification of ethyl-a -phenyloxycaproate. The ester is prepared from sodium phenate and ethyl-a -bromocaproate. a -Butylthiolauric acid is obtained by saponification of ethyl-a -butylthiolavrate. The ester is prepared from sodium butymercaptide and ethyl-a -bromolaurate. a -Butyloxyphenylacetic acid is obtained by saponification of ethyl - a - butyloxyphenylacetate. The ester is prepared from sodium butylate and ethyl-phenylchloracetate.ALSO:Bismuth salts of the acids <FORM:0402762/VI/1> where R is an alkyl, phenyl, or phenalkyl group containing at least four and preferably not more than seventeen carbon atoms, and R1 is an alkyl, phenyl, or phenalkyl group, are soluble in or miscible with vegetable oils such as olive oil to give stable sterilizable solutions which may be administered medicinally by intra-muscular injection. The salts may contain one, two, or three acids groups to one atom of bismuth. Salts of the following acids are referred to: a -phenyloxycaproic acid, a -butoxylauric acid, a -butylthiolauric acid, a -butyloxyphenylacetic acid, a -ethoxylauric acid, a -benzylthiolauric acid, and a -phenylthiolauric acid. A statement of the art mentions bismuth naphthenate, bismuth camphorcarbonate, and bismuth oleate. In this connection are referred to respectively German Specification 441,871, French Specification 657,694, and British Specification 206,487, [Class 81 (i), Disinfecting &c.].
Priority Applications (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1263632A GB402762A (en) | 1932-05-02 | 1932-05-02 | Process for the manufacture of new organic salts of bismuth and oleaginous solutions thereof |
| FR752768D FR752768A (en) | 1932-05-02 | 1933-03-20 | Process for the preparation of stable solutions of bismuth salts in vegetable oils |
| DES108788D DE686033C (en) | 1932-05-02 | 1933-03-24 | Process for the production of stable solutions of bismuth salts in vegetable oils |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB1263632A GB402762A (en) | 1932-05-02 | 1932-05-02 | Process for the manufacture of new organic salts of bismuth and oleaginous solutions thereof |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB402762A true GB402762A (en) | 1933-12-04 |
Family
ID=10008334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1263632A Expired GB402762A (en) | 1932-05-02 | 1932-05-02 | Process for the manufacture of new organic salts of bismuth and oleaginous solutions thereof |
Country Status (3)
| Country | Link |
|---|---|
| DE (1) | DE686033C (en) |
| FR (1) | FR752768A (en) |
| GB (1) | GB402762A (en) |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL52346C (en) * | 1938-08-23 |
-
1932
- 1932-05-02 GB GB1263632A patent/GB402762A/en not_active Expired
-
1933
- 1933-03-20 FR FR752768D patent/FR752768A/en not_active Expired
- 1933-03-24 DE DES108788D patent/DE686033C/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| DE686033C (en) | 1940-08-03 |
| FR752768A (en) | 1933-09-30 |
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