Cyclamate → 1-(1-n-Butyl-2-pyrrolidylidene)-3-(m-chlorophenyl)urea

Participants

Reaction Steps

The cyclohexylsulfamic acid salt of 1-n-butyl-2-iminopyrrolidine (15.97 g.; 0.05 mole) is converted to free base (7.01 g.; 0.05 mole) in the usual manner. After drying over K2CO3, the benzene solution is filtered through diatomaceous earth and 7.68 g. (0.05 mole) of m-chlorophenylisocyanate is added. The reaction mixture is stirred at room temperature for 21/2 hours and then taken to dryness in vacuo leaving a solid residue, 1-(1 -n-butyl2-pyrrolidylidene)-3-(m-chlorophenyl)urea. Recrystallizations from ethyl acetate yields the pure product, m.p. = 94-96° C.

Provenance & Evidence