1-Chloro-3-fluoro-propan-2-one → 7-chloro-2-[[2-chloro-1-(fluoromethyl)ethylidene]hydrazino]-5-(o-chlorophenyl)-3H-1,4-benzodiazepine

HRID 436793Notes

Reaction equation

HRID 436793 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][NH2:13])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:20])[C:6]=2[CH:21]=1.[Cl:22][CH2:23][C:24](=O)[CH2:25][F:26]>O1CCCC1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[N:11]=[C:10]([NH:12][N:13]=[C:24]([CH2:25][F:26])[CH2:23][Cl:22])[CH2:9][N:8]=[C:7]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=3[Cl:20])[C:6]=2[CH:21]=1

Participants

4

Reactant 2

HCID 2283961-Chloro-3-fluoro-propan-2-oneHCID 123908757-Chloro-5-(2-chlorophenyl)-2-hydrazinyl-3H-1,4-benzodiazepine

Product 1

HCID 544168517-chloro-2-[[2-chloro-1-(fluoromethyl)ethylidene]hydrazino]-5-(o-chlorophenyl)-3H-1,4-benzodiazepine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In the manner given in Example 1, 7-chloro-2-hydrazino-5-(o-chlorophenyl)-3H-1,4-benzodiazepine in tetrahydrofuran can be treated with 1-chloro-3-fluoropropanone under nitrogen to give 7-chloro-2-[[2-chloro-1-(fluoromethyl)ethylidene]hydrazino]-5-(o-chlorophenyl)-3H-1,4-benzodiazepine.

Sources & evidence

ORD record
ord-4c30f50382404e4a8ee6786b0e344893
Source dataset
uspto-grants-1977_06
Patent number
US04028356

Reaction notes

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