O-Phenylenediamine → HCID 67153843, compound

Participants

Reaction Steps

A solution of 2-benzamidoisonicotinic acid (0.50 g, 2.06 mmol), N,N-diisopropylethylamine (1.10 mL, 6.32 mmol), 1-hydroxybenzotriazole (0.418 g, 3.09 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.59 g, 3.09 mmol) in N,N-dimethylformamide (25 mL) was stirred for 15 minutes at ambient temperature and 1,2-phenylenediamine (0.22 g, 2.06 mmol) was added. The resulting solution was stirred for 20 hours at ambient temperature, diluted with ethyl acetate (75 mL), washed with saturated aqueous sodium bicarbonate solution (50 mL) and water (50 mL). The organic solution was dried over anhydrous sodium sulphate, filtered and concentrated in vacuo. The residue was triturated with diethyl ether to give N-(2-aminophenyl)-2-benzamidoisonicotinamide as an off-white solid (0.37 g, 53%): MS (ES+) m/z 333.5 (M+1).

Provenance & Evidence