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

HRID 1995527
Notes
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Reaction equation

HRID 1995527 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
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 ethanol-hexane 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. custom
to give a light yellow solid
  • customRecrystallization from ethanol-hexane
  • customgave a white solid, mp 236°-237°
  • Sources & evidence

    ORD record
    ord-8e108b9c74b648be84df2273c5ea177d
    Source dataset
    uspto-grants-1983_09
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US04405518

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes