Phthalic Anhydride → 1H-Isoindole-1,3(2H)-dione, 2-(2-nitrophenyl)-

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Reaction Steps

To a mixture of 2-nitroaniline (1 g, 7.23 mmol) in acetic acid (5 mL) was added phthalic anhydride (1.29 g, 8.7 mmol) followed by stirring at ambient temperature for 16 h. The mixture was then heated at reflux for 20 h. Upon cooling, a yellow precipitate formed and was collected by filtration. The filtrate was washed with acetic acid and was dried under a under a stream of air to give 2.35 g (100%) of 2-(2-nitrophenyl)isoindole-1,3-dione: 1H NMR (300 MHz, DMSO-d6) δ8 8.21 (m, 1H), 8.02-7.95 (m, 5H), 7.77 (m, 2H).

Provenance & Evidence