3-(Chloromethyl)benzoyl chloride → HCID 22291052, compound

HRID 1369514Notes

Reaction equation

HRID 1369514 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:21])=[C:6]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=2)[CH:7]=1.[Cl:22][CH2:23][C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][CH:32]=1)[C:27](Cl)=[O:28]>>[Cl:22][CH2:23][C:24]1[CH:25]=[C:26]([CH:30]=[CH:31][CH:32]=1)[C:27]([NH:1][C:2]1[CH:3]=[CH:4][C:5]([CH3:21])=[C:6]([NH:8][C:9](=[O:20])[C:10]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([O:18][CH3:19])[CH:11]=2)[CH:7]=1)=[O:28]

Participants

3

Reactant 2

HCID 27333243-(Chloromethyl)benzoyl chlorideHCID 16782558HCID 16782558, compound

Product 1

HCID 22291052HCID 22291052, compoundYield 87%

Procedure

Using an analogous procedure to that described in Example 2, N-(5-amino-2-methylphenyl)-3,4-dimethoxybenzamide was reacted with 3-(chloromethyl)benzoyl chloride to give the title compound in 87% yield; NMR Spectrum: (DMSOd6) 2.19 (s, 3H), 3.82 (s, 6H), 4.84 (s, 2H), 7.06 (d, 1H), 7.23 (d, 1H), 7.57 (m, 5H), 7.80 (s, 1H), 7.9 (d, 1H), 8.0 (s, 1H), 9.76 (s, 1H), 10.26 (s, 1H); Mass Spectrum: M+H+ 439.

Sources & evidence

ORD record
ord-f1bf5e977abd4ed197fdf217381bae7b
Source dataset
uspto-grants-2003_06
Patent number
US06579872B1

Reaction notes

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