Benzamidine → HCID 70531705, compound

Participants

Reaction Steps

To 3.48 g (0.02 mol) of phenylisocyanide dichloride in 25 ml of anhydrous ether at 0° C. under a nitrogen atmosphere was added 1.74 g (0.02 mol) of morpholine and 2.02 g (0.02 mol) of triethylamine in 20 ml of ether dropwise. The mixture was stirred for 22 hours and filtered to remove the precipitated triethylamine hydrochloride. To a solution of 4.8 g (0.04 mol) of benzamidine in 15 ml of anhydrous tetrahydrofuran at 0° C. was added the above filtrate dropwise. The mixture was stirred for 22 hours at ambient temperature. The precipitated crude product was collected, washed with anhydrous ether, chromatographed on 150 g of silica gel using 1:6 methanol-dichloromethane and recrystallized from methanol-ether to afford 2.26 g (32%) of N-(1-amino-1-phenylmethylene)-N'-phenyl-4-morpholinecarboximidamide hydrochloride, mp 247°-248° C.

Provenance & Evidence