HCID 9966974, compound → HCID 22996556, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 4-bromo-2-methyl-5-nitro(N,N-dimethyl)benzenesulfonamide (450 mg, 1.42 mmol) in dry DMF (14 mL) under argon was added CuCN (178 mg, 1.99 mmol). The resulting mixture was heated to 115° C. and stirred for 4 h. The reaction was cooled and diluted with water and ethyl acetate. The layers were separated, and the organics were washed once with water. The organics were then dried, concentrated, and purified by flash chromatography (35% ethyl acetate/hexanes) to provide 4-cyano-2-methyl-5-nitro-(N,N-dimethyl)benzenesulfonamide (249 mg, 65%) as pale yellow crystals. IR (thin film): 2240 cm−1. 1H NMR (400 MHz, CDCl3): δ2.78 (s, 3), 2.94 (s, 6), 7.87 (s, 1), 8.74 (s, 1).

Provenance & Evidence