N-methyl-N-(trimethylsilyl)trifluoroacetamide → N-(1,3-Dimorpholino-2-propyl)-1-methyl-4-imidazolesulfonamide

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Reaction Steps

4 g (17.5 mmol) of 1,3-dimorpholino-2-propylamine and 3.5 g (17.5 mmol) of MSTFA [N-methyl-N-(trimethylsilyl)trifluoroacetamide] are combined under argon and stirred at room temperature for 17 hours. The clear solution is then concentrated in vacuo at 40° C./0.1 torr. A solution of 3.16 g (17.5 mmol) of 1-methyl-4-imidazolesulfonyl chloride in 20 ml of absolute dichloromethane is added at 20° C. with stirring to the oil obtained. After further stirring for 6 hours at 20° C., the solvent is distilled off in vacuo at 20° C./18 torr. The oil remaining crystallizes from isopropanol. After decolorization with active carbon, recrystallization from methanol/isopropanol gives the title compound of melting point 191°-192° C.

Provenance & Evidence