Ammonia → Hexamethylenediamine

Participants

Reaction Steps

Agitated in a reaction vessel are 116 parts of 1,6-hexamethylenediamine with 346 parts of O-octyl carbamate and 2000 parts of n-octanol-(1) at a reflux temperature of 185° C.-195° C. for 16 hours while the ammonia is removed by distillation. The precipitate formed in the reaction mixture, cooled to 100° C.-110° C., is removed by filtration. The reaction product is allowed to crystallize by cooling to room temperature. By means of filtration, washing with n-octanol-(1) and drying, 236 parts of 1,6-bis(octoxycarbonylamino)hexane, C24H48N2O4 (molecular weight 428), are obtained corresponding with 55 percent of theory relative to 1,6-hexamethylenediamine and O-octylcarbamate. The melting point is 106° C.-108° C. (from ethyl acetate).

Provenance & Evidence