Benzamide → HCID 178488825, compound

HRID 1669591Notes

Reaction equation

[NH2:1][C:2]1[C:10](C)=[C:9](OC)[CH:8]=[CH:7][C:3]=1[C:4]([NH2:6])=[O:5].[C:14](N)(=O)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[C:23](Cl)(=[O:30])C1C=CC=CC=1>>[CH3:23][O:30][C:10]1[CH:9]=[CH:8][CH:7]=[C:3]2[C:2]=1[N:1]=[C:14]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)[N:6]=[C:4]2[OH:5]

Participants

Reactant 3

HCID 2331Benzamide

HCID 7412Benzoyl chloride

HCID 591654352-Amino-4-methoxy-3-methylbenzamide

Product 1

HCID 178488825HCID 178488825, compoundYield 80%

Procedure

The general procedure described in Example 31 was followed using 2-amino-4-methoxy-3-methyl benzamide as benzamide derivative [A] and benzoyl chloride as acid chloride [B], which gave the title compound (2.0 g, 80%), [M+H]=253. 1H-NMR DMSO-D6 δ 3.97 (s, 3H), 7.39-7.72 (m, 6H), 8.19 (m, 2H), 12.48 (s, 1H).

Sources & evidence

ORD record: ord-7cc4d038d51143e6941834a3845b502b
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07989471B2

Reaction notes

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