Benzenesulfonyl chloride → N-(2-pyridyl)-4-(benzenesulfonyl)-2-methyl-2H-1,2-benzothiazine-3-carboxamide 1,1-dioxide

Participants

Reaction Conditions

Reaction Steps

1.29 g (0.005 mole) 3,4-dihydro-2-methyl-4-oxo-2H-1,2-benzothiazine-3-carboxylic acid 1,1-dioxide and 4.18 ml triethylamine were dissolved in 15 ml tetrahydrofuran and the mixture cooled to -5° C. and 1.91 ml benzenesulfonyl chloride was added slowly to the stirred mixture and stirred, and after one hour 0.52 g 2-aminopyridine was added to the mixture. The temperature of the mixture was raised slowly to ambient temperature and stirred for 4 hours, and twice the volume of ice water was added to the mixture to form precipitates. The obtained precipitates were filtered and recrystallized in ethanol and ethylether to obtain 1.6 g of the title compound. Yield: 68%. m.p 192°-195° C.

Provenance & Evidence