4-Chlorobenzohydrazide → HCID 9880007, compound
Reaction equation
[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[N:9]=[C:10]=[O:11].[Cl:12][C:13]1[CH:22]=[CH:21][C:16]([C:17]([NH:19][NH2:20])=[O:18])=[CH:15][CH:14]=1>C(Cl)Cl>[CH3:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[CH:4][C:3]=1[NH:9][C:10](=[O:11])[NH:20][NH:19][C:17](=[O:18])[C:16]1[CH:15]=[CH:14][C:13]([Cl:12])=[CH:22][CH:21]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
The title compound was prepared from a mixture 2,4-dimethylphenylisocyanate (50 mg, 34 mmol) and 4-chlorobenzoic acid hydrazide (63 mg, 37 mmol) in methylenedichloride (10 ml). The mixture was stirred at room temperature for 2 h and the resultant precipitate was collected by filtration and isolated as pale white solid (90 mg, 89%). 1H NMR (DMSO-d6): 10.39 (s, 1H), 8.34 (s, 1H), 8.05 (s, 1H), 7.94 (d, J=6.6 Hz, 1H), 7.57 (d, J=6.6 Hz, 1H), 7.44 (d, J=7.5 Hz, 1H), 6.96 (s, 1H), 6.92 (d, J=7.5 Hz, 1H), 2.72 (s, 3H), 2.22 (s, 3H), 2.16 (s, 3H).
Workup
- filtrationthe resultant precipitate was collected by filtration
Sources & evidence
- ORD record
- ord-4e4c7305963141e9a57c93f5de46ea1a
- Source dataset
- uspto-grants-2004_09
- Patent number
- US06794400B2
Reaction notes
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