3-(Chloromethyl)benzoyl chloride → HCID 22291059, compound
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([NH:9][C:10](=[O:19])[C:11]2[CH:16]=[CH:15][C:14]([C:17]#[N:18])=[CH:13][CH:12]=2)[CH:5]=[CH:6][C:7]=1[CH3:8].[Cl:20][CH2:21][C:22]1[CH:23]=[C:24]([CH:28]=[CH:29][CH:30]=1)[C:25](Cl)=[O:26]>>[C:17]([C:14]1[CH:15]=[CH:16][C:11]([C:10]([NH:9][C:4]2[CH:5]=[CH:6][C:7]([CH3:8])=[C:2]([NH:1][C:25](=[O:26])[C:24]3[CH:28]=[CH:29][CH:30]=[C:22]([CH2:21][Cl:20])[CH:23]=3)[CH:3]=2)=[O:19])=[CH:12][CH:13]=1)#[N:18]Participants
3
Procedure
Using an analogous procedure to that described in Example 10, N-(3-amino-4-methylphenyl)-4-cyanobenzamide was reacted with 3-(chloromethyl)benzoyl chloride to give the title compound as a solid (0.267 g); NMR Spectrum: (DMSOd6) 2.2 (s, 3H), 4.84 (s, 2H), 7.25 (d, 1H), 7.55 (m, 2H), 7.64 (m, 1H), 7.83 (s, 1H), 7.99 (m, 4H), 8.1 (d, 2H), 9.97 (s, 1H), 10.46 (s, 1H); Mass Spectrum: M−H− 402.
Sources & evidence
- ORD record
- ord-3c8f23917a41488c8eef6f5df27b3b3d
- Source dataset
- uspto-grants-2003_06
- Patent number
- US06579872B1
Reaction notes
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