SU1583419A1 - Method of producing morpholinotrifluorosylfurane and morpholinofluoromethane - Google Patents
Method of producing morpholinotrifluorosylfurane and morpholinofluoromethane Download PDFInfo
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- SU1583419A1 SU1583419A1 SU884620240A SU4620240A SU1583419A1 SU 1583419 A1 SU1583419 A1 SU 1583419A1 SU 884620240 A SU884620240 A SU 884620240A SU 4620240 A SU4620240 A SU 4620240A SU 1583419 A1 SU1583419 A1 SU 1583419A1
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- SU
- USSR - Soviet Union
- Prior art keywords
- morpholinofluoromethane
- morpholino
- target products
- morpholinotrifluorosylfurane
- producing
- Prior art date
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- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Изобретение касаетс гетероциклических соединений, в частности способа одновременного получени морфолинотрифторсульфурана и морфолинофторметана, используемых в качестве фторирующих агентов в органическом синтезе. Цель - создание нового способа одновременного получени указанных соединений при увеличении их выходов и упрощении процесса. Синтез ведут из бис(морфолино)-метана и тетрафторида серы при (-50-(-70)°С с последующим разделением целевых продуктов перегонкой в вакууме. В этих услови х выход морфолинофторметана 85-93%, морфолинотрифторсульфурана 83-890%. 1 табл.The invention relates to heterocyclic compounds, in particular, the method of simultaneous production of morpholinotrifluorosulfuran and morpholinofluoromethane, used as fluorinating agents in organic synthesis. The goal is to create a new way to simultaneously obtain these compounds while increasing their outputs and simplifying the process. Synthesis is carried out from bis (morpholino) -methane and sulfur tetrafluoride at (-50 - (-70) ° C), followed by separation of the target products by distillation in vacuum. Under these conditions, the yield of morpholinofluoromethane is 85-93%, morpholinotrifluorosulfuran is 83-890%. 1 tab.
Description
Изобретение относитс к области органической хими, конкретно к способу одновременного получени мор- фолинотрифторсульфурана, который используют в качестве селективного фторирующего агентаэ и морфолинофтор- метана, используемого в качестве источника негидратированного фторид- иона в органическом синтезе.The invention relates to the field of organic chemistry, specifically to a method for the simultaneous production of morpholino trifluorosulfuran, which is used as a selective fluorinating agent and morpholino fluoromethane, used as a source of non-hydrated fluoride in organic synthesis.
Цель изобретени - разработка нового способа одновременного получени морфолиН отрифторсульфурана и морфолинофторметана, увеличение выхода ч упрощение технологии получени и выделени целевых продуктов.The purpose of the invention is the development of a new method for the simultaneous production of morpholine Nrifluorosulfuran and morpholino fluoromethane, an increase in the yield and simplification of the technology for the production and isolation of target products.
Поставленна цель достигаетс тем что бис(морфолино)метан подвергаютThe goal is achieved by the fact that bis (morpholino) methane is subjected to
взаимодействию с тетрафторидом серы при (-50)-(-70)°С с последующим разделением целевых продуктов.the interaction with sulfur tetrafluoride at (-50) - (- 70) ° C, followed by separation of the target products.
Пример 1. В трехгорлую колбу , снабженную углекислотным обратным холодильником, мешалкой и капельной воронкой, при охлаждении до -60°С конденсируют 10,8 г (0,1 моль) тет- рафторйда серы и по капл м добавл ют 18,6 г (0,1 моль) бис(морфоли- но)метана. Реакционную смесь отогревают до комнатной температуры и отгон ют 10,8 г (91%) морфолинофторметана , т.кип. 45-46°С (12 мм рт.ст.), и 15,6 г (89%) морфолинотрифторсуль- фурана, т.кип, 58-60°С (1 мм рт.ст.),Example 1. In a three-necked flask equipped with a carbon dioxide reflux condenser, a stirrer and an addition funnel, while cooling to -60 ° C, 10.8 g (0.1 mol) of sulfur tetrafluoride are condensed and 18.6 g ( 0.1 mol) bis (morpholino) methane. The reaction mixture is warmed to room temperature and 10.8 g (91%) of morpholino fluoromethane is distilled off, b.p. 45-46 ° C (12 mm Hg), and 15.6 g (89%) morpholino trifluorosulfuran, bp, 58-60 ° C (1 mm Hg),
сдsd
4four
& &
,i« , i
1,4535. 1.4535.
Дл морфолинофторметана.For morpholino fluoromethane.
Найдено, %: С 50,25; Н 85165 N 11,47; F 15,65.Found,%: C 50.25; H 85165 N 11.47; F 15.65.
C,H(eOFC, H (eOF
Вычислено,%: С 50„42; В 8S40;Calculated,%: C 50 „42; B 8S40;
N 11,76| F 15,96,N 11.76 | F 15.96,
Аналогично примеру 1 осуществл ют процесс при других значени х температуры смешивани реагентов, Получен- ные результаты представлены в таблице ,Analogously to Example 1, the process is carried out at other values of the mixing temperature of the reagents. The obtained results are presented in the table.
Таким образом предлагаемый соб позвол ет одновременно получать морфолинофторметан и морфолинофтор- Thus, the proposed compound allows the simultaneous production of morpholino fluoromethane and morpholino fluorine
сульфуран с выходом свыше 90% каждый s а также упростить процесс их выделени и очисткиsulfuran with a yield of over 90% each s and also simplify the process of their isolation and purification
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU884620240A SU1583419A1 (en) | 1988-12-14 | 1988-12-14 | Method of producing morpholinotrifluorosylfurane and morpholinofluoromethane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU884620240A SU1583419A1 (en) | 1988-12-14 | 1988-12-14 | Method of producing morpholinotrifluorosylfurane and morpholinofluoromethane |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU1583419A1 true SU1583419A1 (en) | 1990-08-07 |
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ID=21415148
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU884620240A SU1583419A1 (en) | 1988-12-14 | 1988-12-14 | Method of producing morpholinotrifluorosylfurane and morpholinofluoromethane |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU1583419A1 (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2451011C2 (en) * | 2006-07-28 | 2012-05-20 | УБЭ Индастриз, Лтд. | Substituted phenylthiotrifluoride and other similar fluorinating agents |
-
1988
- 1988-12-14 SU SU884620240A patent/SU1583419A1/en active
Non-Patent Citations (1)
| Title |
|---|
| Dmowski W. Advances in fluorination of organic compounds with sulfur tetrafluoride. - J.Fluorine ,em., 1986S v.32, № 3, p.255-282. Iliddleton U 1. New Fluorinating Reagents, Dialkyl-aminosulfur Fluorides. - J.Og, Chem, 1975, v.40, (f 5, p.574-578. Bohme H. , Hilp M. liber oif-haloge- niertcamine XXIV. Darstellund und Eigenschaften von Fluormelhyl-dial- kylaminen. - Chem, Ber,, 1970, Bd.103; № 1 , S. 104-111. * |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2451011C2 (en) * | 2006-07-28 | 2012-05-20 | УБЭ Индастриз, Лтд. | Substituted phenylthiotrifluoride and other similar fluorinating agents |
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