Water ethanol → 5-(o-chlorophenyl)-1-(2-diethylaminoethyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one

HRID 354758Notes

Reaction equation

HRID 354758 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]([CH2:12][CH2:13][N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[C:10](=[O:19])[C:9]([CH3:21])([CH3:20])[N:8]=[C:7]([C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][C:23]=3[Cl:28])[C:6]=2[CH:29]=1.C([OH:32])C.[OH2:33]>>[Cl:28][C:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[C:7]1[C:6]2[CH:29]=[C:2]([N+:1]([O-:32])=[O:33])[CH:3]=[CH:4][C:5]=2[N:11]([CH2:12][CH2:13][N:14]([CH2:17][CH3:18])[CH2:15][CH3:16])[C:10](=[O:19])[C:9]([CH3:20])([CH3:21])[N:8]=1

Participants

3

Reactant 2

HCID 19096565Water ethanolHCID 205061747-amino-5-(o-chlorophenyl)-1-(2-diethylaminoethyl)-1,3-dihydro-3,3-dimethyl-2H-1,4-benzodiazepin-2-one

Product 1

HCID 205061485-(o-chlorophenyl)-1-(2-diethylaminoethyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one

Procedure

From 10 g (0.022 mol) of 5-(o-chlorophenyl)-1-(2-diethylaminoethyl)-1,3-dihydro-3,3-dimethyl-7-nitro-2H-1,4-benzodiazepin-2-one there is obtained, in analogy to the details in Example 2, 7-amino-5-(o-chlorophenyl)-1-(2-diethylaminoethyl)-1,3-dihydro-3,3-dimethyl-2H-1,4-benzodiazepin-2-one of melting point 70° (ethanol/water).

Sources & evidence

ORD record
ord-9cd4dd035e97460dad681c8d8045ffd4
Source dataset
uspto-grants-1983_03
Patent number
US04377522

Reaction notes

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