Ammonia → HCID 20317275, compound

HRID 867062Notes

Reaction equation

HRID 867062 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N:16]=[C:17]([O:20][CH2:21][CH3:22])[CH2:18]Br)=[C:6]([CH:15]=1)[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=O.[NH3:23]>C(Cl)Cl>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:16]=[C:17]([O:20][CH2:21][CH3:22])[CH2:18][N:23]=[C:7]([C:9]3[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:6]=2[CH:15]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 20317273HCID 20317273, compound

Product 1

HCID 20317275HCID 20317275, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of a solution of 0.38 part of 5-chloro-2-(2-bromo-1-ethoxyethylideneamino)benzophenone in 8 parts by volume of methylenechloride and 2 parts by volume of liquid ammonia is stirred in a sealed vessel at room temperature for 1 hour, followed by evaporation at room temperature to remove the ammonia. The resultant is shaken well with a mixture of 10 parts by volume of methylenechloride and 5 parts by volume of water. The methylene chloride layer is washed with water and dried over sodium sulfate, followed by evaporation of the solvent gives 7-chloro-2-ethoxy-5-phenyl-3H-1,4-benzodiazepine as an oily substance.

Workup

  1. customfollowed by evaporation at room temperature
  2. customto remove the ammonia
  3. stirringThe resultant is shaken well with a mixture of 10 parts by volume of methylenechloride and 5 parts by volume of water
  4. washThe methylene chloride layer is washed with water
  5. dry with materialdried over sodium sulfate
  6. customfollowed by evaporation of the solvent

Sources & evidence

ORD record
ord-10013cbc75fb4f429498a4d476eeae8a
Source dataset
uspto-grants-1978_07
Patent number
US04102881

Reaction notes

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