Triethylamine → N-(2-{[(2-chloroethyl)sulfonyl]amino}ethyl)-2-nitrobenzenesulfonamide

Participants

Reaction Conditions

Reaction Steps

A mixture of N-(2-nitrobenzenesulfonyl)ethylenediamine, 2-chloroethanesulfonyl chloride, triethylamine, and methylene chloride was stirred at 0° C. for 3 hours to yield N-(2-{[(2-chloroethyl)sulfonyl]amino}ethyl)-2-nitrobenzenesulfonamide. This compound was dissolved in acetonitrile, here were added cesium carbonate and tetrabutylammonium iodide, and the mixture was stirred at 80° C. for 21 hours to yield 5-[(2-nitrophenyl)sulfonyl]-1,2,5-thiadiazepane 1,1-dioxide. This compound was dissolved in acetonitrile, here were added 4-methylbenzenethiol and potassium carbonate, and the mixture was stirred at 50° C. for 21 hours to yield 1,2,5-thiadiazepane 1,1-dioxide.

Provenance & Evidence