PL68523B1 - - Google Patents
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- Publication number
- PL68523B1 PL68523B1 PL14819068A PL14819068A PL68523B1 PL 68523 B1 PL68523 B1 PL 68523B1 PL 14819068 A PL14819068 A PL 14819068A PL 14819068 A PL14819068 A PL 14819068A PL 68523 B1 PL68523 B1 PL 68523B1
- Authority
- PL
- Poland
- Prior art keywords
- azepine
- ethyl
- dibenzo
- dihydrogen
- methoxydibenzo
- Prior art date
Links
- XYOVOXDWRFGKEX-UHFFFAOYSA-N azepine Chemical compound N1C=CC=CC=C1 XYOVOXDWRFGKEX-UHFFFAOYSA-N 0.000 description 5
- UZVGSSNIUNSOFA-UHFFFAOYSA-N dibenzofuran-1-carboxylic acid Chemical compound O1C2=CC=CC=C2C2=C1C=CC=C2C(=O)O UZVGSSNIUNSOFA-UHFFFAOYSA-N 0.000 description 4
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- AFRLIBIVHBVGDG-UHFFFAOYSA-N 11-ethyl-5-methoxybenzo[b][1]benzazepine Chemical class C1=C(OC)C2=CC=CC=C2N(CC)C2=CC=CC=C21 AFRLIBIVHBVGDG-UHFFFAOYSA-N 0.000 description 2
- ZKHZWXLOSIGIGZ-UHFFFAOYSA-N 5-methoxy-11h-benzo[b][1]benzazepine Chemical compound COC1=CC2=CC=CC=C2NC2=CC=CC=C12 ZKHZWXLOSIGIGZ-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 2
- 125000001453 quaternary ammonium group Chemical class 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 150000001538 azepines Chemical class 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- HVTICUPFWKNHNG-UHFFFAOYSA-N iodoethane Chemical compound CCI HVTICUPFWKNHNG-UHFFFAOYSA-N 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- MJGFBOZCAJSGQW-UHFFFAOYSA-N mercury sodium Chemical compound [Na].[Hg] MJGFBOZCAJSGQW-UHFFFAOYSA-N 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910001023 sodium amalgam Inorganic materials 0.000 description 1
- ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Description
Otrzymany produkt (6,7 g o temperaturze topnienia = 89°C) oczyszcza sie przez przekrystalizowanie fumaranu z etanolu (8,2 g o temperaturze topnienia = 200°C), powrót do zasady i ponowne przekrystalizowanie z hep¬ tanu. Otrzymuje sie 4,6 g 5-etylo-10-amino-10, 11- -dwuwodorodwubenzo [b, f] azepiny topniejacej w temperaturze 90°C.Wyjsciowa 5-etylo-10-hydroksyimino^l0, 11-dwu¬ wodorodwubenzo [b, f] azepine wytwarza sie na¬ stepujacym sposobem: 10-metoksydwubenzo [b, f] azepine (temperatura topnienia 125°C) wytwarza sie wedlug szwajcarskiego opisu patentowego nr 375 721. 15,4 g 5-etylo-10-metoksydwubenzo [b, f] azepiny (temperatura topnienia 180°C) otrzymuje sie dzialaniem amidku sodowego, a nastepnie jod¬ ku etylu w trójamidzie kwasu szesciometylofosfo- rowego na 20 g 10-metoksydwubenzo [b, f] azepiny. 10,7 g 5-etylo-10-keto-10, 11-dwuwodorodwubenzo [b, f] azepiny (temperatura topnienia = 120°C) otrzymuje sie dzialaniem rozcienczonego kwasu 15 20 25 80 35 40 45 50 55 6068 523 chlorowodorowego na 12,7 g 5-etylo-10-metoksy- dwubenzo [b, f] azepiny. 10,8 g 5-etylo-10-hydro- ksyimino-10, 11-dwuwodorodwubenzo [b, f] azepi¬ ny (temperatura topnienia = 207°C) otrzymuje sie dzialaniem hydroksylaminy w nadmiarze na 10,5 g 5-etylo-lO-kato-lO, 11-dwuwodorodwubenzo [b, f] azepiny.Zastrzenie patentowe Sposób wytwarzania nowych pochodnych 10, 11- -dwuwodorodwubenzo-[b,f] azepiny o wzorze ogól- 6 nym 1, w którym Rt oznacza rodnik alkilowy o 1- 5 atomach wegla, ewentualnie w postaci soli lub czwartorzedowych pochodnych amoniowych, zna¬ mienny tym, ze redukuje sie oksym o wzorze ogól- 5 nym 2, w którym B,± ma wyzej podane znaczenie, dzialaniem alkoholu i sodu albo amalgamatu sodu, a nastepnie ewentualnie przeprowadza otrzymana zasade w sól addycyjna z kwasem lub czwartorze- 10 dowa pochodna amoniowa.KI. 12p,5 68 523 MKP C07d 41/08 N // NHr Wzór / W.D.Kart. C/887/73, 110 + 15. A4 Cena 10 zl PL
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL14819068A PL68523B1 (pl) | 1968-01-15 | 1968-01-15 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| PL14819068A PL68523B1 (pl) | 1968-01-15 | 1968-01-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| PL68523B1 true PL68523B1 (pl) | 1973-02-28 |
Family
ID=19954381
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PL14819068A PL68523B1 (pl) | 1968-01-15 | 1968-01-15 |
Country Status (1)
| Country | Link |
|---|---|
| PL (1) | PL68523B1 (pl) |
-
1968
- 1968-01-15 PL PL14819068A patent/PL68523B1/pl unknown
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