Acetic Anhydride → 8-chloro-2-methyl-4H-benzo[d][1,3]oxazin-4-one

Participants

Reaction Steps

A solution of 2-amino-3-chlorobenzoic acid (4.93 g, 28.7 mmol) in acetic anhydride (15 mL) was refluxed for 3 h, then cooled to room temperature. The precipitated solid was filtered, and washed with hexane. The title compound was obtained as a brown solid (4.33 g). 1H NMR (500 MHz, CDCl3) δ 8.11 (d, J=8 Hz, 1H), 7.86 (d, J=8 Hz, 1H), 7.43 (t, J=8 Hz, 1H), 2.54 (s, 3H).

Provenance & Evidence