2-(Trifluoromethyl)phenyl isocyanate → 7-Chloro-2-(2-trifluoromethylphenylcarbamoyloxyamino)-5-phenyl-3H-1,4-benzodiazepine

HRID 1075209Notes

Reaction equation

HRID 1075209 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][OH: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.[F:21][C:22]([F:33])([F:32])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=1[N:29]=[C:30]=[O:31]>CO.CN(C)C=O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][O:13][C:30](=[O:31])[NH:29][C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=3[C:22]([F:21])([F:33])[F:32])[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

Participants

4

Reactant 2

HCID 167942-(Trifluoromethyl)phenyl isocyanateHCID 127858627-chloro-2-hydroxyamino-5-phenyl-3H-1,4-benzodiazepine

Product 1

HCID 127858667-Chloro-2-(2-trifluoromethylphenylcarbamoyloxyamino)-5-phenyl-3H-1,4-benzodiazepine

Reagents, catalysts & solvents 1

HCID 21901440N,N-dimethylformamide methanolSolvent

Procedure

2 g of 7-chloro-2-hydroxyamino-5-phenyl-3H-1,4-benzodiazepine are reacted with 1 g of 2-trifluoromethylphenyl isocyanate, analogously to Experiment 1a. Yield: 1.8 g of colorless crystals of melting point 190° C. (from methanol/dimethylformamide).

Sources & evidence

ORD record
ord-119c01d8cf994904ac4c64c7654cc1b9
Source dataset
uspto-grants-1983_07
Patent number
US04395409

Reaction notes

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