SU474986A3 - Method for preparing 1-aryl2,3,4,5-tetrahydro-1n-1,5 derivatives benzodiazepin-2-one - Google Patents
Method for preparing 1-aryl2,3,4,5-tetrahydro-1n-1,5 derivatives benzodiazepin-2-oneInfo
- Publication number
- SU474986A3 SU474986A3 SU1951121A SU1951121A SU474986A3 SU 474986 A3 SU474986 A3 SU 474986A3 SU 1951121 A SU1951121 A SU 1951121A SU 1951121 A SU1951121 A SU 1951121A SU 474986 A3 SU474986 A3 SU 474986A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- benzodiazepin
- tetrahydro
- aryl2
- derivatives
- preparing
- 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)
- Saccharide Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
хлористый водород средства, например избытка амина или аммиака или в присутствии т/оег-амииа. При м е р. В раствор 15 г фосгена в 100 мл хлороформа при размешивании и охлаждении лед ной водой прикапывают раствор 27 г 8хлор-1-фенил-2 ,3,4,5-тетрагидро-1Н-1,5 - бензодназепин-2-она в 200 мл хлороформа. Затем перемешивание продолжают в течение 2 час при комнатной температуре и затем отгон ют растворитель. К твердому остатку добавл ют раствор 15 г диэткламина в 200 мл бензола и оставл ют сто ть нри комнатной температуре в течение 20 час. Затем отсасывают выделившийс диэтиламингидрохлорид и отгон ют растворитель. Кристаллический остаток диэтил амида 8-хлор-1-фенил-2,3,4,5-тетрагидро1Н-1 ,5-бензодиазепин-2-он-5-карбоновой кислоты нерекристаллизовывают из изопропанола . Выход 25,5 г (69% от теоретического), т. пл. 171 - С. Соответствующим образом получают метилам д 8-хлор-1-(2-хлорфбнил)-2,3,4,5-тетрагидро-1Н-1 ,5-бензодиазепин-2-он-5-карбоновой кислоты. Выход 75% от теоретического, т. пл. 223- 224° С (из спирта). Предмет изобретени Способ получени производных 1-арил2 ,3,4,5-тетрагидро-1Н-1,5-бензодиазепин-2 - она общей формулы 1 Яг, (1) где RI означает алкоксикарбонильную рунпу с 2-3 атомами углерода, аминокарбоильную группу, алкиламЕнокарбонильную руппу с 2-3 атомами углерода или диал иламинокарбонильную группу с 3-5 атомами углерода; R2 - атом водорода или хлора, отличающийс тем, что 1-арил-2,3,4,5-тетагкдро-1Н-1 ,5-бензодиазепин-2-он общей формулы 2 СН2 , (2) где R2 имеет указанное значение, подвергают взаимодействую с фосгеном и затем с соединением формулы RH, где R означает метокси- или этоксигруппу , аминогруппу, алкиламиногруппу с 1-2 атомами углерода или диалкиламиногруппу с 2-4 атомами углерода, с последующим выделением целевого продукта известными приемами.hydrogen chloride means, for example an excess of amine or ammonia or in the presence of t / ome-ammonia. An example. To a solution of 15 g of phosgene in 100 ml of chloroform while stirring and cooling with ice water, a solution of 27 g of 8 chloro-1-phenyl-2, 3,4,5-tetrahydro-1H-1,5 - benzodnazepin-2-one in 200 ml is added dropwise. chloroform. Stirring was then continued for 2 hours at room temperature and then the solvent was distilled off. To the solid residue is added a solution of 15 g diethklamin in 200 ml of benzene and left to stand at room temperature for 20 hours. Then the separated diethylamine hydrochloride is sucked off and the solvent is distilled off. The crystalline residue of diethyl amide 8-chloro-1-phenyl-2,3,4,5-tetrahydro-1H-1, 5-benzodiazepin-2-one-5-carboxylic acid is non-recrystallized from isopropanol. The output of 25.5 g (69% of theoretical), so pl. 171 - C. In an appropriate manner, methyls d 8-chloro-1- (2-chlorofbnyl) -2,3,4,5-tetrahydro-1H-1, 5-benzodiazepin-2-one-5-carboxylic acid are obtained. Output 75% of theoretical, so pl. 223- 224 ° С (from alcohol). The subject of the invention. Method for producing 1-aryl2, 3,4,5-tetrahydro-1H-1,5-benzodiazepin-2 derivatives - it is of the general formula 1 H, (1) where RI is an alkoxycarbonyl runup with 2-3 carbon atoms, an aminocarboyl group , alkyl aminocarbonyl groups with 2-3 carbon atoms or dialylaminocarbonyl group with 3-5 carbon atoms; R2 is a hydrogen or chlorine atom, characterized in that 1-aryl-2,3,4,5-thetagdro-1H-1, 5-benzodiazepin-2-one of the general formula 2 CH2, (2) where R2 has the indicated value, is reacted with phosgene and then with a compound of the formula RH, where R is a methoxy or ethoxy group, an amino group, an alkylamino group with 1-2 carbon atoms or a dialkylamino group with 2-4 carbon atoms, followed by isolation of the target product by known methods.
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 |
|---|---|
| SU474986A3 true SU474986A3 (en) | 1975-06-25 |
Family
ID=5786353
Family Applications (3)
| 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 |
| 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 |
| 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 |
|---|---|---|---|
| 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 |
| 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) | AT309440B (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) | HU163297B (en) |
| NL (3) | NL171983C (en) |
| SE (2) | SE389109B (en) |
| SU (3) | SU474986A3 (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 SU1951121A patent/SU474986A3/en active
- 1971-10-20 SU SU1707512A patent/SU426366A3/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 CS7440A patent/CS161142B2/cs unknown
- 1971-10-22 CS CS7439A patent/CS161141B2/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 ES ES396365A patent/ES396365A1/en not_active Expired
- 1971-10-25 YU YU2701/71A patent/YU34479B/en unknown
- 1971-10-25 YU YU2699/71A patent/YU35003B/en unknown
- 1971-10-25 YU YU2700/71A patent/YU36765B/en unknown
- 1971-10-27 AT AT925971A patent/AT309440B/en not_active IP Right Cessation
- 1971-10-27 CH CH1566171A patent/CH557357A/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
- 1971-10-27 CH CH1566271A patent/CH565773A5/xx not_active IP Right Cessation
- 1971-10-27 CA CA126274A patent/CA918660A/en not_active Expired
- 1971-10-27 SE SE7113642A patent/SE389109B/en unknown
- 1971-10-27 JP JP8546171A patent/JPS5535385B1/ja active Pending
- 1971-10-27 JP JP8546071A patent/JPS5626664B1/ja active Pending
- 1971-10-27 SE SE7113643A patent/SE389110B/en unknown
- 1971-10-27 NL NL7114816A patent/NL7114816A/xx not_active Application Discontinuation
- 1971-10-27 NL NL7114818A patent/NL7114818A/xx not_active Application Discontinuation
- 1971-10-27 AT AT926071A patent/AT309441B/en not_active IP Right Cessation
- 1971-10-27 DK DK522871A patent/DK138016C/en not_active IP Right Cessation
- 1971-10-28 HU HUKO2465A patent/HU163297B/hu unknown
- 1971-10-28 HU HUKO2464A patent/HU162820B/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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