Benzenesulfonamide → Cyclohexylurea

Participants

Reaction Steps

2.0 g of 4-(β<1-ethyl-1,2-dihydro-2-oxo-nicotinamido>-ethyl)-benzenesulfonyl carbamic acid methyl ester (melting point 160 - 161° C, prepared from 4-(β-<1-ethyl-1,2-dihydro-2-oxo-nicotinamido]-ethyl)-benzenesulfonamide and chlorofomic acid methyl ester) in 30 ml of dioxane were gently boiled for 2 hours together with 0.5 g of cyclohexyl amine in a vessel with descending condenser. The solvent was then concentrated under reduced pressure, the residue was dissolved in dilute ammonia and precipitated with dilute hydrochloric acid, the reaction mixture was filtered with suction and the precipitate recrystallized from methanol. The N-[4-(β-<1-ethyl-1,2-dihydro-2-oxo-nicotinamido>-ethyl)-benzenesulfonyl]-N'-cyclohexyl urea obtained melted at 189 - 190° C.

Provenance & Evidence