Chlorosuccinimide → HCID 23317233, compound

HRID 1973625Notes

Reaction equation

HRID 1973625 reaction equation
[CH3:1][N:2]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:7]=2[C:6]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[N:5][CH2:4][CH:3]1[CH2:19][Cl:20].[Cl:21]N1C(=O)CCC1=O>C(Cl)Cl>[ClH:20].[Cl:21][C:11]1[CH:10]=[CH:9][C:8]2[N:2]([CH3:1])[CH:3]([CH2:19][Cl:20])[CH2:4][N:5]=[C:6]([C:13]3[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=3)[C:7]=2[CH:12]=1

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 12923439HCID 12923439, compound

Product 1

HCID 23317233HCID 23317233, compoundYield 117.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

4.1 g of 1-methyl-2-chloromethyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepine and 1.94 g of N-chlorosuccinimide were heated under reflux in 50 ml methylenechloride for 24 hours. The solvent was then distilled off in a vacuum, the crude product was taken up in ether and reacted with an isopropanol solution of hydrogen chloride. There were obtained 3 g of 7-chloro-1-methyl-2-chloromethyl-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepine hydrochloride. The product was identical with that of Example 4.

Workup

  1. distillationThe solvent was then distilled off in a vacuum
  2. customreacted with an isopropanol solution of hydrogen chloride

Sources & evidence

ORD record
ord-2e49ddb86a304dba830d781847cdc6c2
Source dataset
uspto-grants-1976_12
Patent number
US03998809

Reaction notes

Loading…