4-Aminobenzamide → 4-(3,5-Dimethylphenylamino)benzamide

HRID 1354968Notes

Reaction equation

HRID 1354968 reaction equation
C1(S(O[C:11]2[CH:16]=[C:15]([CH3:17])[CH:14]=[C:13]([CH3:18])[CH:12]=2)(=O)=O)C=CC=CC=1.[NH2:19][C:20]1[CH:28]=[CH:27][C:23]([C:24]([NH2:26])=[O:25])=[CH:22][CH:21]=1>C(OCC)(=O)C>[CH3:17][C:15]1[CH:16]=[C:11]([NH:19][C:20]2[CH:28]=[CH:27][C:23]([C:24]([NH2:26])=[O:25])=[CH:22][CH:21]=2)[CH:12]=[C:13]([CH3:18])[CH:14]=1

Participants

4

Reactant 2

HCID 760794-AminobenzamideHCID 112424723,5-Dimethylphenyl benzenesulfonate

Product 1

HCID 113339204-(3,5-Dimethylphenylamino)benzamideYield 96%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Following the general procedure, 3,5-dimethylphenyl benzenesulfonate (131 mg, 0.5 mmol) was coupled with 4-aminobenzamide (102 mg, 0.75 mmol) with the reaction time of 6 h. Chromatography on silica gel column with ethyl acetate gave 115 mg (96%) of the title compound as a white solid.

Sources & evidence

ORD record
ord-244f0c4ccb664548b3566499484ad9cf
Source dataset
uspto-grants-2007_05
Patent number
US07223879B2

Reaction notes

Loading…