Ethanol → N,N'-Bis(cyclohexyloxycarbonyl)-4-methyl-1,3-phenylenediamine

Participants

Reaction Conditions

Reaction Steps

##STR3## (0.125 mol), 61 g of 2,4-diamino-toluene (0.5 mol), 100 g carbamic acid ethyl ester (1.125 mols), 200 g cyclohexanol (2 mols) and 3 g thallium chloride were heated to 140° C. The ethyl alcohol formed was distilled off and the reaction temperature was raised to 200° C. and maintained at that temperature for 7 hours. Any cyclohexanol remaining in the mixture was distilled off under a water jet vacuum and the residue was subsequently mixed with a little acetic ester. The reaction mixture crystallized completely overnight. 284 g of 2,4-bis-(cyclohexoxy carbonylamino)-toluene (76% of the theoretical yield) having a melting point of 156° C. (from toluene) were produced.

Provenance & Evidence