Imidazole-1-sulfonic acid dimethyl amine

288-32-4

13360-57-1

78162-58-0

The general procedure for the synthesis of N,N-dimethylimidazole-1-sulfonamide from imidazole and N,N-dimethylaminosulfonyl chloride is as follows: with reference to Example 7-1 N,N-dimethyl-1H-imidazole-1-sulfonamide, imidazole (5.00 g, 73.6 mmol) was dissolved in toluene (80 ml), followed by the addition of triethylamine (9.52 ml, 68.4 mmol) and N,N-dimethylaminosulfonyl chloride (6.77 ml, 63.3 mmol). The reaction mixture was stirred at room temperature for 8 hours. After completion of the reaction, the precipitate was removed by filtration and the filtrate was concentrated under reduced pressure. The resulting residue was subjected to azeotropic distillation with hexane to give the final N,N-dimethylimidazole-1-sulfonamide (10.9 g, 98% yield). The product was characterized by 1H NMR (CDCl3, 400 MHz) with δ-values of 7.87 (s, 1H), 7.23 (d, 1H, J = 1.4 Hz), 7.11 (d, 1H, J = 1.4 Hz), 2.82 (s, 6H).