Phosgene → HCID 20450024, Verbindung

HRID 358061Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 358061
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][NH2:13])[CH2:9][CH:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:6]=2[CH:21]=1.[C:22](Cl)(Cl)=[O:23]>N1C=CC=CC=1.C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]3[C:22](=[O:23])[NH:13][N:12]=[C:10]3[CH2:9][CH:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:6]=2[CH:21]=1

Komponenten

5

Edukt 2

HCID 6371PhosgeneHCID 20449973HCID 20449973, Verbindung

Produkt 1

HCID 20450024HCID 20450024, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

0.15 g of 7-chloro-5-(2-fluorophenyl)-2-hydrazino-3H-1-benzazepine is dissolved in 10 ml of pyridine and treated with 1.44 ml of a 14.3% solution of phosgene in toluene. The mixture is heated to 60° for 5 minutes and then evaporated in vacuo. The residue is partitioned between benzene and water. The benzene phase is washed successively with water, with sodium hydrogen carbonate solution and with water. The solvent is evaporated in vacuo. The residue is chromatographed on 15 g of silica gel while eluting with benzene/ethyl acetate (19:1 and 9:1). After recrystallization from ether/hexane, there is obtained pure 8-chloro-6-(2-fluorophenyl)-2,4-dihydro-1H-s-triazolo[4,3-a][1]benzazepin-1-one of melting point 223°-225°.

Aufarbeitung

  1. temperatureThe mixture is heated to 60° for 5 minutes
  2. customevaporated in vacuo
  3. customThe residue is partitioned between benzene and water
  4. washThe benzene phase is washed successively with water, with sodium hydrogen carbonate solution and with water
  5. customThe solvent is evaporated in vacuo
  6. customThe residue is chromatographed on 15 g of silica gel
  7. washwhile eluting with benzene/ethyl acetate (19:1 and 9:1)
  8. customAfter recrystallization from ether/hexane

Quellen und Nachweise

ORD-Eintrag
ord-6b4689f3149c44fa96782260fb471bcb
Quelldatensatz
uspto-grants-1984_08
Patentnummer
US04464300

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