Ammonia → 8-Chloro-6-phenyl-2H,4H-pyrrolo[3,4-d][2]benzazepine-2-acetamide

HRID 223476Notes

Reaction equation

HRID 223476 reaction equation
C([O:3][C:4](=O)[CH2:5][N:6]1[CH:15]=[C:14]2[C:8]([CH2:9][N:10]=[C:11]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:12]3[CH:19]=[C:18]([Cl:20])[CH:17]=[CH:16][C:13]=32)=[CH:7]1)C.[NH3:28]>>[Cl:20][C:18]1[CH:17]=[CH:16][C:13]2[C:14]3[C:8](=[CH:7][N:6]([CH2:5][C:4]([NH2:28])=[O:3])[CH:15]=3)[CH2:9][N:10]=[C:11]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[C:12]=2[CH:19]=1

Participants

3

Reactant 2

HCID 222AmmoniaHCID 130671008-Chloro-6-phenyl-2H,4H-pyrrolo[3,4-d][2]benzazepine-2-acetic acid ethyl ester

Product 1

HCID 130671018-Chloro-6-phenyl-2H,4H-pyrrolo[3,4-d][2]benzazepine-2-acetamide

Procedure

A mixture of 2.3 g (6.5 mmole) of 8-chloro-6-phenyl-2H,4H-pyrrolo[3,4-d][2]benzazepine-2-acetic acid ethyl ester and 20 ml of methanolic ammonia (ca 20% v/v) was heated in an autoclave on a steambath overnight. The solvent was removed at reduced pressure to give a light yellow solid. Recrystallization from ethanolhexane gave a white solid, mp 236°-237°.

Workup

  1. temperaturewas heated in an autoclave on a steambath overnight
  2. customThe solvent was removed at reduced pressure
  3. customto give a light yellow solid
  4. customRecrystallization from ethanolhexane
  5. customgave a white solid, mp 236°-237°

Sources & evidence

ORD record
ord-df4b1498fbe34f3c95d7128df808369e
Source dataset
uspto-grants-1982_10
Patent number
US04354973

Reaction notes

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