Benzoic acid, 2-hydrazinyl-, hydrochloride (1:1) → 8-Chloro-10H-benzo[4,5]furo[3,2-b]indole-1-carboxylic acid

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Reaction Steps

To a solution of 5-chloro-3(2H)-benzofuranone (0.357 g, 2.12 mmol) [Ellingboe, J. et al. J. Med. Chem. 1992, 35 (7), 1176-1183] in ethanol (100 mL) was added a solution of 2-hydrazinobenzoic acid hydrochloride (0.800 g, 4.24 mmol) in deionized water (50 mL). The mixture was stirred for one hour at room temperature and then allowed to sit while cooled (0° C.). Vacuum filtration and drying in vacuo afforded 0.400 g (62%) of the title compound as a pale yellow solid: mp 190° C. (dec) which was used without further purification.

Provenance & Evidence