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Methanol → 6-(2-Chlorophenyl)-1,8-dichloro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid

HRID 614991
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 614991
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=2[N:12]2[C:20]([Cl:27])=[N:21][C:22]([C:23]([O:25]C)=[O:24])=[C:11]2[CH2:10][N:9]=1.[OH-].[K+].CO>O>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:14]2[CH:15]=[C:16]([Cl:19])[CH:17]=[CH:18][C:13]=2[N:12]2[C:20]([Cl:27])=[N:21][C:22]([C:23]([OH:25])=[O:24])=[C:11]2[CH2:10][N:9]=1
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Komponenten

5

Edukt 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 541351956-(2-chlorophenyl)-1,8-dichloro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid methyl ester

Produkt 1

HCID 203945756-(2-Chlorophenyl)-1,8-dichloro-4H-imidazo[1,5-a][1,4]benzodiazepine-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962Water
Lösungsmittel

Versuchsvorschrift

A solution of 2 g (0.005 mole) of 6-(2-chlorophenyl)-1,8-dichloro-4H-imidazo[1,5-a] [1,4]benzodiazepine-3-carboxylic acid, methyl ester 0.7 g (0.012 mole) of potassium hydroxide, 60 ml of methanol and 2 ml of water was refluxed under argon for 2.5 hrs. The solution was evaporated in vacuo at 50°-60°. An aqueous solution of the residue was acidified with acetic acid to give a gelatinous, white precipitate. The precipitate was collected by filtration, washed with water and air dried on the funnel overnight to give off-white solid. Recrystallization from a solution of ethanol and methylene chloride gave white plates with mp 250°-253° (dec).

Aufarbeitung

  1. customThe solution was evaporated in vacuo at 50°-60°
  2. customto give a gelatinous, white precipitate
  3. filtrationThe precipitate was collected by filtration
  4. washwashed with water and air
  5. customdried on the funnel overnight
  6. customto give off-white solid
  7. customRecrystallization from a solution of ethanol and methylene chloride
  8. customgave white plates with mp 250°-253° (dec)

Quellen und Nachweise

ORD-Eintrag
ord-0f2d229416c74ebea1c1d88f665fceac
Quelldatensatz
uspto-grants-1979_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04146722

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