Benzamide → HCID 178489011, compound

HRID 1669590Notes

Reaction equation

HRID 1669590 reaction equation
[NH2:1][C:2]1[C:10]([CH3:11])=[C:9]([O:12][CH3:13])[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].C(N)(=O)C1C=CC=CC=1.[CH3:23][O:24][C:25]1[CH:33]=[CH:32][C:28]([C:29](Cl)=O)=[CH:27][CH:26]=1>>[CH3:13][O:12][C:9]1[C:10]([CH3:11])=[C:2]2[C:3]([C:4]([OH:5])=[N:6][C:29]([C:28]3[CH:32]=[CH:33][C:25]([O:24][CH3:23])=[CH:26][CH:27]=3)=[N:1]2)=[CH:7][CH:8]=1

Participants

4

Reactant 3

HCID 2331BenzamideHCID 7477p-Anisoyl chlorideHCID 591654352-Amino-4-methoxy-3-methylbenzamide

Product 1

HCID 178489011HCID 178489011, compoundYield 92%

Procedure

The general procedure described in Example 31 was followed using 2-amino-4-methoxy-3-methyl benzamide as benzamide derivative [A] and 4-methoxybenzoic acid chloride as acid chloride [B], which gave the title compound (5.5 g, 92%). 1H-NMR DMSO-D6 δ 2.38 (s, 3H), 3.82 (s, 3H), 3.92 (s, 3H), 7.04 (d, 2H), 7.20 (d, 1H), 8.00 (d, 1H), 8.20 (d, 2H), 12.18 (s, 1H).

Sources & evidence

ORD record
ord-0ffe5bb89bb644e0a8ce27d2722cf918
Source dataset
uspto-grants-2011_08
Patent number
US07989471B2

Reaction notes

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