Dichloromethane → HCID 20516783, compound

HRID 2199032Notes

Reaction equation

HRID 2199032 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][CH:15]=3)[C:6]=2[CH:20]=1.[Cl:21]N1C(=O)CCC1=O.[CH2:29]([Cl:31])Cl>>[NH2:1][C:2]1[C:29]([Cl:31])=[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][CH:15]=3)[C:6]=2[C:20]=1[Cl:21]

Participants

4

Reactant 3

HCID 6344Dichloromethane2×HCID 31398ChlorosuccinimideHCID 232753397-Aminonimetazepam

Product 1

HCID 20516783HCID 20516783, compound

Procedure

A stirred suspension of 5 g (0.019 mol) of 7-amino-5-phenyl-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one in 70 ml of methylene chloride is treated at 0° C. with 5.83 g (0.044 mol) of N-chlorosuccinimide. Subsequently, the mixture is stirred at room temperature for 27 hours and diluted with methylene chloride. The organic phase is washed with 2 N sodium carbonate solution, dried and evaporated. The residue is chromatographed on 20 g of silica gel with methylene chloride/ethyl acetate (4:1), there being obtained 7-amino-6,8-dichloro-5-phenyl-1,3-dihydro-1-methyl-2H-1,4-benzodiazepin-2-one. After recrystallisation from methylene chloride/ethyl acetate, the product has a melting point of 228° C.

Workup

  1. washThe organic phase is washed with 2 N sodium carbonate solution
  2. customdried
  3. customevaporated
  4. customThe residue is chromatographed on 20 g of silica gel with methylene chloride/ethyl acetate (4:1), there

Sources & evidence

ORD record
ord-8a5e2de1262b4252bf791a000a2e7a6f
Source dataset
uspto-grants-1982_11
Patent number
US04361511

Reaction notes

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