Diazomethane → 7-chloro-2-[[1-(methoxycarbonyl)-3-(dimethylamino)propylidene]hydrazino]-5-(o-chlorophenyl)-3H-1,4-benzodiazepine

HRID 328422Notes

Reaction equation

HRID 328422 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][N:13]=[C:14]([C:20]([OH:22])=[O:21])[CH2:15][CH2:16][N:17]([CH3:19])[CH3:18])[CH2:9][N:8]=[C:7]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[Cl:29])[C:6]=2[CH:30]=1.[N+](=[CH2:33])=[N-]>>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][N:13]=[C:14]([C:20]([O:22][CH3:33])=[O:21])[CH2:15][CH2:16][N:17]([CH3:18])[CH3:19])[CH2:9][N:8]=[C:7]([C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[Cl:29])[C:6]=2[CH:30]=1

Participants

3

Reactant 2

HCID 9550DiazomethaneHCID 540586677-chloro-2-[[1-carboxy-3-(dimethylamino)propylidene]hydrazino]-5-(o-chlorophenyl)-3H-1,4-benzodiazepine

Product 1

HCID 540706027-chloro-2-[[1-(methoxycarbonyl)-3-(dimethylamino)propylidene]hydrazino]-5-(o-chlorophenyl)-3H-1,4-benzodiazepine

Procedure

In the manner given in Example 14, 7-chloro-2-[[1-carboxy-3-(dimethylamino)propylidene]hydrazino]-5-(o-chlorophenyl)-3H-1,4-benzodiazepine can be treated with ethereal diazomethane to give 7-chloro-2-[[1-(methoxycarbonyl)-3-(dimethylamino)propylidene]hydrazino]-5-(o-chlorophenyl)-3H-1,4-benzodiazepine.

Sources & evidence

ORD record
ord-173ce7e1a9454b11886a957def29c731
Source dataset
uspto-grants-1977_04
Patent number
US04017492

Reaction notes

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