Hydrochloric Acid → 4-dodecyl-6-N-[(4-methoxyphenyl)methyl]-1,4-dihydro-1,3,5-triazine-2,6-diamine;hydrochloride

Participants

Reaction Steps

100 ml of ethanol, 9.2 ml (38.7 mmol) of 1-tridecanal and 0.8 ml of concentrated hydrochloric acid were added to 5.0 g (19.4 mmol) of N1-(4-methoxybenzyl)-biguanide hydrochloride, and the mixture was refluxed for 24 hours. The solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography. The first main fraction eluted with a mixture of chloroform and methanol (9:1.5) was recrystallized from 70% aqueous acetonitrile to obtain 3.0 g of colorless crystals (1) having a melting point of 162 to 164° C., and the second main eluate was recrystallized from 70% aqueous acetonitrile to obtain 1.3 g of colorless crystals (2) having a melting point of 182 to 184° C.

Provenance & Evidence