Ammonia → HCID 19990465, compound

Participants

Reaction Steps

To a solution of 0.6 g (2.0 mmol) 2-chloro-5-ethoxalylamino-4-nitrobenzonitril in 50 ml tetrahydrofuran was added 15 ml dimethylformamide and 0.7 ml 25% aqueous ammonia. The mixture was hydrogenated at atm. pressure by using 0.1 g Pd-C as a catalyst. The catalyst was filtered off, and the filter cake was washed with tetrahydrofuran. The precipitated product was dissolved in 1N aqueous potassium hydroxide. Addition of concentrated hydrochloric acid to pH 1 gave 0.25 g (50%) 7-chloro-6-cyano-1-hydroxyquinoxaline-2,3(1H,4H)-dione. M.p. 320° C. decomp. 1H-NMR (DMSO-d6): 7.6 (1H, s), 7.5 (1H, s).

Provenance & Evidence