Benzamide → n-(thiophen-3-yl)benzamide

HRID 1883331Notes

Reaction equation

HRID 1883331 reaction equation
Br[C:2]1[CH:6]=[CH:5][S:4][CH:3]=1.[C:7]([NH2:15])(=[O:14])[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>>[S:4]1[CH:5]=[CH:6][C:2]([NH:15][C:7](=[O:14])[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[CH:3]1

Participants

3

Reactant 2

HCID 2331BenzamideHCID 133833-Bromothiophene

Product 1

HCID 268646n-(thiophen-3-yl)benzamideYield 98%

Procedure

Using general procedure C, 3-bromothiophene was coupled with benzamide with the reaction time of 21 h. Chromatography gave 198.9 mg (98%) of the title compound as a solid. 1H NMR (CDCl3, 300 MHz): δ 8.34 (br s, 1H), 7.85 (dd, 2H, J=1.2, 8.1 Hz), 7.72 (dd, 1H, J=1.2, 3.0 Hz), 7.55−7.41 (m, 3H), 7.26 (dd, 1H, J=3.3, 4.8 Hz), 7.14 (dd, 1H, J=1.5, 5.4 Hz).

Sources & evidence

ORD record
ord-75d203d11e3a4a0e9269a881ca5ec082
Source dataset
uspto-grants-2004_07
Patent number
US06759554B2

Reaction notes

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