Dichloromethane → HCID 20516784, compound

HRID 2199033Notes

Reaction equation

HRID 2199033 reaction equation
[NH2:1][C:2]1C=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:6]=2[CH:21]=1.[Cl:22]N1C(=O)CCC1=O.[CH2:30]([Cl:32])Cl>>[NH2:1][C:2]1[C:30]([Cl:32])=[CH:4][C:5]2[N:11]([CH3:12])[C:10](=[O:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[F:20])[C:6]=2[C:21]=1[Cl:22]

Participants

4

Reactant 3

HCID 6344Dichloromethane2×HCID 31398Chlorosuccinimide2×HCID 922947-Aminoflunitrazepam

Product 1

HCID 20516784HCID 20516784, compound

Procedure

A solution of 50 g (0.175 mol) of 7-amino-5-(o-fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one in 700 ml of methylene chloride is treated at room temperature with 27 g of N-chlorosuccinimide and the mixture is stirred for 1 hour. Subsequently, a further 27 g of N-chlorosuccinimide are added and the mixture obtained is stirred at room temperature for 17 hours. The mixture is diluted with methylene chloride, the organic phase is washed with 2 N sodium carbonate solution, dried and evaporated. After chromatography on 200 g of silica gel using methylene chloride for the elution, the residue gives 7-amino-6,8-dichloro-5-(o-fluorophenyl)-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one which melts at 234° C. after recrystallisation from methylene chloride/ethyl acetate.

Workup

  1. customthe mixture obtained
  2. stirringis stirred at room temperature for 17 hours
  3. washthe organic phase is washed with 2 N sodium carbonate solution
  4. customdried
  5. customevaporated
  6. washfor the elution

Sources & evidence

ORD record
ord-4179498cf99b4fcfa63c0925f1f45529
Source dataset
uspto-grants-1982_11
Patent number
US04361511

Reaction notes

Loading…