Trimellitic anhydride → 2-[3-(1,3-benzoxazol-2-yl)phenyl]-1,3-dioxoisoindole-5-carboxylic acid

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Reaction Steps

2-(3-Aminophenyl)benzoxazole (500 mg, 2.4 mmol) and 1,2,4-benzenetricarboxylic anhydride (546 mg, 2.4 mmol) in acetic acid (25 ml) were heated to reflux overnight. On cooling the precipitate was filtered, washed with acetic acid and dried to give the title compound 710 mg (71%). 1H NMR (CDCl3) δ 8.44(dd, J=1.5, 7.9 Hz, 1H), 8.36(d, J=4.5 Hz, 2H) 8.28(dt, J=1.5, 7.2 Hz, 1H), 8.12(d, J=7.9 Hz, 1H), 7.86–7.39(m, 4H), 7.45(m, 2H). MS 383 m/z (M−H)−.

Provenance & Evidence