SU426366A3 - METHOD OF OBTAINING DERIVATIVES 1-ARYL-2,3,4,5 TETRAGYDRO-1 H-1,5-BENZODIAZEPIN-2-IT - Google Patents
METHOD OF OBTAINING DERIVATIVES 1-ARYL-2,3,4,5 TETRAGYDRO-1 H-1,5-BENZODIAZEPIN-2-ITInfo
- Publication number
- SU426366A3 SU426366A3 SU1707512A SU1707512A SU426366A3 SU 426366 A3 SU426366 A3 SU 426366A3 SU 1707512 A SU1707512 A SU 1707512A SU 1707512 A SU1707512 A SU 1707512A SU 426366 A3 SU426366 A3 SU 426366A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- benzodiazepin
- aryl
- tetragydro
- general formula
- tetrahydro
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/12—1,5-Benzodiazepines; Hydrogenated 1,5-benzodiazepines
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Saccharide Compounds (AREA)
Description
Изобретение относитс к способу получени новых производных 1,5-бензодиазенинона, обладающих ценными фармакологическими свойства.ми.This invention relates to a process for the preparation of novel 1,5-benzodiazeninone derivatives having valuable pharmacological properties.
Основанный на иавестаюй реакции взаимодействи циановой кислоты или ее соли с аминами, предложенный способ позвол ет по .лучить новые соединени , обладающие лучщими свойствами, чем известные соединени подобного действи .Based on the test and the reaction of the interaction of cyanic acid or its salt with amines, the proposed method allows new compounds to be produced that have better properties than the known compounds of similar action.
Описываетс способ получени производных 1-арил-2,3,4,5-тетрагидро-1Н-1,5-бензодиазепин-2-она общей формулы IA process for the preparation of 1-aryl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one derivatives of general formula I is described.
где RI означает ам инокарбонильную группу; R2 - атом водорода или хлора, заключающийс в том, что соответствующее 5Nнезамещенное производное 1-арил-2,3,4,5-тетрагидро - 1Н-1,5-бензодиазепин-2-она общей формулы IIwhere RI means am inocarbonyl group; R2 is a hydrogen or chlorine atom, consisting in the fact that the corresponding 5N unsubstituted 1-aryl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one derivative of general formula II
где R2 имеет выщеуказанное значение, подвергают взаимодействию с циановой кислотой или ее сол ми ,в кислом растворе.where R2 has the above meaning, it is reacted with cyanic acid or its salts in an acidic solution.
Реакци согласно изобретению происходит обычно путем взаимодействи свободного амина формулы II с циановой кислотой или ее сол ми в кислом растворе. Реакцию предпочтительно ведут с цианатами щелочных металлов в лед ной уксусной кислоте при температуре 20-30° С. Целевой продукт выдел ют известными приемами.The reaction according to the invention usually takes place by reacting the free amine of formula II with cyanic acid or its salts in an acidic solution. The reaction is preferably carried out with alkali metal cyanates in glacial acetic acid at a temperature of 20-30 ° C. The desired product is isolated by known methods.
Пример. 21,5 г 8-хлор-1-(2-хлорфенил)2 .;3,4,5,-тетрагидро-1Н-1,5-бепзодиазепин-2-она раствор ют в 200 мл лед ной уксусной кислоты . Размещива раствор при комнатной температуре , прикапывают к последнему раствор 8 г цианата натри в 50 мл воды. По истечении часа еще раз добавл ют 8 г цианата натри в 50 мл воды. Через 2 час реакционный раствор вливают в 1 л воды и перекристаллизовывают выделившийс амид 8-хлор-1-(2хлорфенил ) - 2,3,4,5 - тетрагидро-1Н-1,5-бензодиазепин-2Он-5-карбоновой кислоты из этанола .Example. 21.5 g of 8-chloro-1- (2-chlorophenyl) 2.; 3,4,5, -tetrahydro-1H-1,5-bepodiazepin-2-one is dissolved in 200 ml of glacial acetic acid. By placing the solution at room temperature, the solution of 8 g of sodium cyanate in 50 ml of water is added dropwise to the latter. After one hour, 8 g of sodium cyanate in 50 ml of water is added again. After 2 hours, the reaction solution is poured into 1 l of water and the separated amide 8-chloro-1- (2 chlorophenyl) -2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2H-5-carboxylic acid is recrystallized from ethanol .
Выход 22,5 г ((92% от теоретического);Yield 22.5 g ((92% of theoretical);
т. пл. 235-236° С.m.p. 235-236 ° C.
Аналогичным образом получают амид-8хлор-1-фенил-2 ,3,4,5-тетрагидро-1Н-1,5 - бензодиазепин-2-он-5-карбоновой кислоты.In a similar manner, amide-8chloro-1-phenyl-2, 3,4,5-tetrahydro-1H-1,5 - benzodiazepin-2-one-5-carboxylic acid is obtained.
Выход 85% от теоретического; т. пл. 197- 198° С (из этанола).Output 85% of theoretical; m.p. 197-198 ° C (from ethanol).
Предмет .изобретени Subject matter
Claims (2)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2052840A DE2052840C2 (en) | 1970-10-28 | 1970-10-28 | 8-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-2-one derivatives |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU426366A3 true SU426366A3 (en) | 1974-04-30 |
Family
ID=5786353
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1707512A SU426366A3 (en) | 1970-10-28 | 1971-10-20 | METHOD OF OBTAINING DERIVATIVES 1-ARYL-2,3,4,5 TETRAGYDRO-1 H-1,5-BENZODIAZEPIN-2-IT |
| SU1951121A SU474986A3 (en) | 1970-10-28 | 1971-10-20 | Method for preparing 1-aryl2,3,4,5-tetrahydro-1n-1,5 derivatives benzodiazepin-2-one |
| SU1707513A SU426365A3 (en) | 1970-10-28 | 1971-10-20 | METHOD OF OBTAINING PRODUCTIONS BINH1X1-ARYL-2,3,4,5-TETRAHYDRO-1H-1,5-BENZODIAZEPIN-2-SHE |
Family Applications After (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU1951121A SU474986A3 (en) | 1970-10-28 | 1971-10-20 | Method for preparing 1-aryl2,3,4,5-tetrahydro-1n-1,5 derivatives benzodiazepin-2-one |
| SU1707513A SU426365A3 (en) | 1970-10-28 | 1971-10-20 | METHOD OF OBTAINING PRODUCTIONS BINH1X1-ARYL-2,3,4,5-TETRAHYDRO-1H-1,5-BENZODIAZEPIN-2-SHE |
Country Status (14)
| Country | Link |
|---|---|
| JP (2) | JPS5535385B1 (en) |
| AT (3) | AT309441B (en) |
| CA (1) | CA918660A (en) |
| CH (3) | CH557357A (en) |
| CS (4) | CS161140B2 (en) |
| DE (1) | DE2052840C2 (en) |
| DK (1) | DK138016C (en) |
| ES (3) | ES396300A1 (en) |
| HU (3) | HU162820B (en) |
| NL (3) | NL7114818A (en) |
| SE (2) | SE389110B (en) |
| SU (3) | SU426366A3 (en) |
| YU (4) | YU34479B (en) |
| ZA (1) | ZA726397B (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5960118U (en) * | 1982-10-18 | 1984-04-19 | 大日本印刷株式会社 | hexagonal hand box |
| JPS59106316U (en) * | 1982-12-29 | 1984-07-17 | レンゴ−株式会社 | case |
| JPS6038260U (en) * | 1983-08-22 | 1985-03-16 | 凸版印刷株式会社 | Buzz in Boxes |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1670190A1 (en) * | 1967-02-07 | 1970-12-03 | Boehringer Sohn Ingelheim | Process for the preparation of 1,5-dihydro-5-phenyl-3H-1,5-benzodiazepine-2,4-diones |
| AT283372B (en) * | 1968-04-29 | 1970-08-10 | Boehringer Sohn Ingelheim | Process for the preparation of new 1-acyl-5-phenyl-1H-1,5-benzodiazepine-2,4- [3H, 5H] -diones |
| DE1934606C3 (en) * | 1968-07-12 | 1973-12-13 | C.H. Boehringer Sohn, 6507 Ingelheim | 1 Substituted 5 (2 pyridyl) IH 2,3,4,5 tetrahydro 1,5 benzodiazepine 2,4 dione |
| DE1933666A1 (en) * | 1968-08-17 | 1970-09-03 | Egyt Gyogyszervegyeszeti Gyar | Novel 2,3-dihydro-6,7-benzo- (1,5) -diazepines and processes for making the same |
-
1970
- 1970-10-28 DE DE2052840A patent/DE2052840C2/en not_active Expired
-
1971
- 1971-09-23 ZA ZA726397A patent/ZA726397B/en unknown
- 1971-10-20 SU SU1707512A patent/SU426366A3/en active
- 1971-10-20 SU SU1951121A patent/SU474986A3/en active
- 1971-10-20 SU SU1707513A patent/SU426365A3/en active
- 1971-10-22 CS CS7437A patent/CS161140B2/cs unknown
- 1971-10-22 ES ES396300A patent/ES396300A1/en not_active Expired
- 1971-10-22 CS CS7439A patent/CS161141B2/cs unknown
- 1971-10-22 CS CS7440A patent/CS161142B2/cs unknown
- 1971-10-22 CS CS7898A patent/CS161143B2/cs unknown
- 1971-10-23 ES ES396302A patent/ES396302A1/en not_active Expired
- 1971-10-25 YU YU2701/71A patent/YU34479B/en unknown
- 1971-10-25 YU YU2700/71A patent/YU36765B/en unknown
- 1971-10-25 ES ES396365A patent/ES396365A1/en not_active Expired
- 1971-10-25 YU YU2699/71A patent/YU35003B/en unknown
- 1971-10-27 AT AT926071A patent/AT309441B/en not_active IP Right Cessation
- 1971-10-27 SE SE7113643A patent/SE389110B/en unknown
- 1971-10-27 NL NL7114818A patent/NL7114818A/xx not_active Application Discontinuation
- 1971-10-27 CH CH1566171A patent/CH557357A/en not_active IP Right Cessation
- 1971-10-27 CH CH1566271A patent/CH565773A5/xx not_active IP Right Cessation
- 1971-10-27 JP JP8546171A patent/JPS5535385B1/ja active Pending
- 1971-10-27 SE SE7113642A patent/SE389109B/en unknown
- 1971-10-27 DK DK522871A patent/DK138016C/en not_active IP Right Cessation
- 1971-10-27 JP JP8546071A patent/JPS5626664B1/ja active Pending
- 1971-10-27 CA CA126274A patent/CA918660A/en not_active Expired
- 1971-10-27 NL NL7114816A patent/NL7114816A/xx not_active Application Discontinuation
- 1971-10-27 AT AT925971A patent/AT309440B/en not_active IP Right Cessation
- 1971-10-27 NL NLAANVRAGE7114817,A patent/NL171983C/en not_active IP Right Cessation
- 1971-10-27 AT AT926171A patent/AT309442B/en not_active IP Right Cessation
- 1971-10-27 CH CH1566371A patent/CH555834A/en not_active IP Right Cessation
- 1971-10-28 HU HUKO2464A patent/HU162820B/hu unknown
- 1971-10-28 HU HUKO2465A patent/HU163297B/hu unknown
- 1971-10-28 HU HUKO2466A patent/HU162821B/hu unknown
-
1981
- 1981-04-27 YU YU1088/81A patent/YU37128B/en unknown
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