SU371241A1 - METHOD OF OBTAINING N-ACETYMIDES OF 0,0-DIALKYL-O-p-OXYARYLYLPHOSPHITES - Google Patents
METHOD OF OBTAINING N-ACETYMIDES OF 0,0-DIALKYL-O-p-OXYARYLYLPHOSPHITESInfo
- Publication number
- SU371241A1 SU371241A1 SU1653261A SU1653261A SU371241A1 SU 371241 A1 SU371241 A1 SU 371241A1 SU 1653261 A SU1653261 A SU 1653261A SU 1653261 A SU1653261 A SU 1653261A SU 371241 A1 SU371241 A1 SU 371241A1
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- dialkyl
- oxyarylylphosphites
- acetymides
- obtaining
- phosphites
- Prior art date
Links
Description
1one
Изобретение относитс к способу получени новых N-ацетамидов 0,О-диалкил-О-п-оксиарилфосфитов общей формулыThe invention relates to a process for the preparation of new N-acetamides 0, O-dialkyl-O-p-hydroxyaryl phosphites of the general formula
(ROlzf-U-X- ОН(ROlzf-U-X-OH
J - С - СН II ОJ - C - CH II O
где R - алкил, X-СбН4; СюНе-ее.where R is alkyl, X-SbN4; SyuNe-her.
Известен способ получени N-арилимидов О,О-диалкил-0-/г - оксиарилфосфитов взаимодействием О,О-диалкил-Н-ариламидофосфитов с rt-хинонами.A known method for the preparation of N-arylimides O, O-dialkyl-0- / g - hydroxyaryl phosphites by the interaction of O, O-dialkyl-H-arylamidophosphites with rt-quinones.
Однако О,О-диалкил-Ы - ацетамидофосфиты в реакцию с /г-хинонами ранее не вовлекались, и соединени формулы I в литературе не описаны и вл ютс новыми.However, O, O-dialkyl-L-acetamidophosphites were not previously involved in the reaction with the y-quinones, and the compounds of formula I are not described in the literature and are new.
Они могут найти применение в качестве полупродуктов синтеза биологически активных веществ.They can be used as intermediates for the synthesis of biologically active substances.
Предлагаемый способ получени N-ацетимидов О,О-диалкил-0-п-оксиарилфосфитов заключаетс в том, что О,О-диалкил-Ы-ацетамидофосфиты подвергают взаимодействию с и-хинонами в среде инертного органического растворител , например эфира. Целевые продукты выдел ют известными приемами.The proposed method for the preparation of N-acetimides of O, O-dialkyl-0-p-hydroxyaryl phosphites is that O, O-dialkyl-N-acetamide phosphites are reacted with i-quinones in an inert organic solvent, for example, an ether. Target products are recovered by known techniques.
В ИК-спектрах продуктов присоединени имеетс интенсивное поглощение, характерное дл фосфимидной св зи с максимумом при 1390 см, поглощение карбонильной группы, сопр женной с Р М св зью с Я,максIn the IR spectra of the addition products, there is an intense absorption characteristic of the phosphimide bond with a maximum at 1390 cm, the absorption of the carbonyl group, conjugated with the P M bond with I, max
15801580
Р О С-алкилP O C-alkyl
СМ CM
поглощениеabsorption
(1050 см-) Р 0 С-арил (1120 сж-i); бензольного дра (1510, 1610 см-), гидроксильной группы (2400-3200 см-).(1050 cm-) P 0 C-aryl (1120 cc-i); benzene core (1510, 1610 cm-), hydroxyl group (2400-3200 cm-).
Пример 1. Получение N-ацетимида О,Одизтил-О-п-оксифенилфосфита . К 8,3 г (0,04 моль) N-ацетамида диэтилфосфористой кислоты в 50 мл сухого эфира добавл ют порци ми 4,3 г (0,04 м.оль) -хинона. Реакционную смесь перемещивают 3 час при комнатной температуре в токе сухого азота и оставл ют на ночь. После удалени растворител и обработки реакционной массы петролейным эфиром получают 8,9 г (70%) N-ацетимида О,Одиэтил-О-п-оксифенилфосфита с т. пл. 71- 72°С (перекристаллизаци из эфира).Example 1. Preparation of N-acetimide O, Odistil-O-p-hydroxyphenyl phosphite. To 8.3 g (0.04 mol) of N-acetamide diethylphosphorous acid in 50 ml of dry ester was added in portions 4.3 g (0.04 mol) of quinone. The reaction mixture was stirred for 3 hours at room temperature in a stream of dry nitrogen and left overnight. After removing the solvent and treating the reaction mixture with petroleum ether, 8.9 g (70%) of N-acetimide O, Odiethyl-O-p-hydroxyphenylphosphite with a m.p. 71-72 ° C (recrystallization from ether).
Пайдено, %: Р 10,47; N 4,65.Paydeno,%: P 10.47; N 4.65.
C.sHisNOsP.C.sHisNOsP.
Вычислено, %: 10,83; N 4,80. Calculated,%: 10.83; N 4.80.
2525
Предмет изобретени Subject invention
Способ получени N-ацетимидов О,О-диал30 кил-О-/г-оксиарилфосфитов общей формулы 3 iROleP-O-X- ОН 11 i - С - СН.Э II . 5 где R - алкил; X - СбН4; СюНе - а, отличающийс тем, что О,О-диалкил-Н-ацетамидо4 фосфит подвергают взаимодействию с л-хиНОном в среде инертного органического растворител , например эфира, с последующим выделением целевого продукта известными приемами . Method for the preparation of N-acetimides O, O-dial30 kil-O- / g-hydroxyaryl phosphites of the general formula 3 iROleP-O-X-OH 11 i-C-CH. E. II. 5 where R is alkyl; X - SbN4; SyuNe - a, characterized in that the O, O-dialkyl-H-acetamido4 phosphite is reacted with l-HINON in an inert organic solvent, for example ether, followed by isolation of the target product by known techniques.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1653261A SU371241A1 (en) | 1971-05-03 | 1971-05-03 | METHOD OF OBTAINING N-ACETYMIDES OF 0,0-DIALKYL-O-p-OXYARYLYLPHOSPHITES |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SU1653261A SU371241A1 (en) | 1971-05-03 | 1971-05-03 | METHOD OF OBTAINING N-ACETYMIDES OF 0,0-DIALKYL-O-p-OXYARYLYLPHOSPHITES |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU371241A1 true SU371241A1 (en) | 1973-02-22 |
Family
ID=20474271
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1653261A SU371241A1 (en) | 1971-05-03 | 1971-05-03 | METHOD OF OBTAINING N-ACETYMIDES OF 0,0-DIALKYL-O-p-OXYARYLYLPHOSPHITES |
Country Status (1)
| Country | Link |
|---|---|
| SU (1) | SU371241A1 (en) |
-
1971
- 1971-05-03 SU SU1653261A patent/SU371241A1/en active
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