SU572203A3 - Способ получени 1,4-бензодиазепинов - Google Patents
Способ получени 1,4-бензодиазепиновInfo
- Publication number
- SU572203A3 SU572203A3 SU7402065459A SU2065459A SU572203A3 SU 572203 A3 SU572203 A3 SU 572203A3 SU 7402065459 A SU7402065459 A SU 7402065459A SU 2065459 A SU2065459 A SU 2065459A SU 572203 A3 SU572203 A3 SU 572203A3
- Authority
- SU
- USSR - Soviet Union
- Prior art keywords
- general formula
- benzodiazepines
- zodiazepine
- preparing
- methyl
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 5
- GUJAGMICFDYKNR-UHFFFAOYSA-N 1,4-benzodiazepine Chemical class N1C=CN=CC2=CC=CC=C12 GUJAGMICFDYKNR-UHFFFAOYSA-N 0.000 title description 2
- KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 claims description 6
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 4
- 229910052736 halogen Inorganic materials 0.000 claims description 4
- 229910052717 sulfur Inorganic materials 0.000 claims description 4
- 239000011593 sulfur Substances 0.000 claims description 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 3
- 150000001875 compounds Chemical class 0.000 claims description 3
- 150000002367 halogens Chemical class 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 229910052763 palladium Inorganic materials 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000003245 coal Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 125000004182 2-chlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(*)C([H])=C1[H] 0.000 description 3
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- WSFSSNUMVMOOMR-UHFFFAOYSA-N Formaldehyde Chemical compound O=C WSFSSNUMVMOOMR-UHFFFAOYSA-N 0.000 description 3
- 239000000460 chlorine Substances 0.000 description 3
- 229910052801 chlorine Inorganic materials 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- WORJEOGGNQDSOE-UHFFFAOYSA-N chloroform;methanol Chemical compound OC.ClC(Cl)Cl WORJEOGGNQDSOE-UHFFFAOYSA-N 0.000 description 2
- 125000006222 dimethylaminomethyl group Chemical group [H]C([H])([H])N(C([H])([H])[H])C([H])([H])* 0.000 description 2
- -1 dimethylaminomethylene Chemical group 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- HFPZCAJZSCWRBC-UHFFFAOYSA-N p-cymene Chemical compound CC(C)C1=CC=C(C)C=C1 HFPZCAJZSCWRBC-UHFFFAOYSA-N 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- UQZIVIVFXNMLLC-UHFFFAOYSA-N 2h-1,4-benzodiazepine Chemical compound C1C=NC=C2C=CC=CC2=N1 UQZIVIVFXNMLLC-UHFFFAOYSA-N 0.000 description 1
- VUEJOVVKJIURJW-UHFFFAOYSA-N 7-bromo-5-(2-chlorophenyl)-1-methyl-3-(morpholin-4-ylmethylidene)-1,4-benzodiazepin-2-one Chemical compound O=C1N(C)C2=CC=C(Br)C=C2C(C=2C(=CC=CC=2)Cl)=NC1=CN1CCOCC1 VUEJOVVKJIURJW-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- RWSOTUBLDIXVET-UHFFFAOYSA-N Dihydrogen sulfide Chemical compound S RWSOTUBLDIXVET-UHFFFAOYSA-N 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 229940049706 benzodiazepine Drugs 0.000 description 1
- 229940053197 benzodiazepine derivative antiepileptics Drugs 0.000 description 1
- 150000001557 benzodiazepines Chemical class 0.000 description 1
- 239000003610 charcoal Substances 0.000 description 1
- 239000007795 chemical reaction product Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 229910000037 hydrogen sulfide Inorganic materials 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 description 1
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 1
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
- C07D243/14—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines
- C07D243/16—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals
- C07D243/18—1,4-Benzodiazepines; Hydrogenated 1,4-benzodiazepines substituted in position 5 by aryl radicals substituted in position 2 by nitrogen, oxygen or sulfur atoms
- C07D243/24—Oxygen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19732326657 DE2326657A1 (de) | 1973-05-25 | 1973-05-25 | Neue verfahren zur herstellung von 1,4-benzodiazepinen |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| SU572203A3 true SU572203A3 (ru) | 1977-09-05 |
Family
ID=5882116
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU7402065459A SU572203A3 (ru) | 1973-05-25 | 1974-10-09 | Способ получени 1,4-бензодиазепинов |
| SU7402067357A SU563916A3 (ru) | 1973-05-25 | 1974-10-09 | Способ получени производных 1,4-бензодиазепина |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SU7402067357A SU563916A3 (ru) | 1973-05-25 | 1974-10-09 | Способ получени производных 1,4-бензодиазепина |
Country Status (8)
| Country | Link |
|---|---|
| AT (3) | AT327926B (enExample) |
| BG (2) | BG21407A3 (enExample) |
| CH (2) | CH589633A5 (enExample) |
| CS (1) | CS176250B2 (enExample) |
| DE (1) | DE2326657A1 (enExample) |
| ES (2) | ES422321A1 (enExample) |
| PL (2) | PL92133B1 (enExample) |
| SU (2) | SU572203A3 (enExample) |
-
1973
- 1973-05-25 DE DE19732326657 patent/DE2326657A1/de active Pending
- 1973-07-09 CH CH1370976A patent/CH589633A5/xx not_active IP Right Cessation
- 1973-07-09 CH CH1371076A patent/CH590855A5/xx not_active IP Right Cessation
- 1973-07-10 BG BG2533673A patent/BG21407A3/xx unknown
- 1973-07-10 BG BG026530A patent/BG21219A3/xx unknown
- 1973-07-11 PL PL17820873A patent/PL92133B1/pl unknown
- 1973-07-11 AT AT1008474A patent/AT327926B/de not_active IP Right Cessation
- 1973-07-11 PL PL17820973A patent/PL92134B1/pl unknown
- 1973-07-11 AT AT1008374A patent/AT327925B/de not_active IP Right Cessation
- 1973-07-11 AT AT1008473A patent/ATA1008474A/de unknown
- 1973-07-12 CS CS3273A patent/CS176250B2/cs unknown
-
1974
- 1974-01-16 ES ES422321A patent/ES422321A1/es not_active Expired
- 1974-01-16 ES ES422320A patent/ES422320A1/es not_active Expired
- 1974-10-09 SU SU7402065459A patent/SU572203A3/ru active
- 1974-10-09 SU SU7402067357A patent/SU563916A3/ru active
Also Published As
| Publication number | Publication date |
|---|---|
| ES422321A1 (es) | 1976-04-16 |
| BG21407A3 (enExample) | 1976-05-20 |
| ATA1008474A (de) | 1975-05-15 |
| ATA1008374A (de) | 1975-05-15 |
| ES422320A1 (es) | 1976-04-16 |
| CS176250B2 (enExample) | 1977-06-30 |
| PL92134B1 (enExample) | 1977-03-31 |
| BG21219A3 (bg) | 1976-03-20 |
| PL92133B1 (enExample) | 1977-03-31 |
| DE2326657A1 (de) | 1974-12-12 |
| CH589633A5 (enExample) | 1977-07-15 |
| AT327925B (de) | 1976-02-25 |
| AT327926B (de) | 1976-02-25 |
| SU563916A3 (ru) | 1977-06-30 |
| CH590855A5 (enExample) | 1977-08-31 |
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