2-Aminothiazole → 2H-(1)Benzothieno(2,3-e)-1,2-thiazine-3-carboxamide, 4-hydroxy-2-methyl-N-2-thiazolyl-, 1,1-dioxide

Participants

Reaction Steps

25.0 gm (0.0768 mol) of methyl 4-hydroxy-2-methyl-2H-[1]benzothieno-[2,3-e]-1,2-thiazine-3-carboxylate-1,1-dioxide and 10.0 gm (0.12 mol) of 2-thiazolamine were refluxed for 16 hours in 300 cc of anhydrous xylene in an atmosphere of nitrogen. The released methanol was removed by means of 4 A-molecular sieve filled in a Soxhlet apparatus. After cooling and standing for several hours, the reaction product was filtered off. After recrystallization from a mixture of dimethylformamide and 1,2-dichloroethane 19.9 gm (66% of theory) of light-yellow 4-hydroxy-2-methyl-N-(2-thiazolyl)-2H-[1]benzothieno[2,3-e]-1,2-thiazine-3-carboxamide-1,1-dioxide were obtained.

Provenance & Evidence