Abstract
Abstract The reaction of N-(α-chloroalkenyl)alkylamidine hydrochlorides (1) with phosgene was studied. The amidine hydrochlorides (1a—h) which were prepared from nitriles with more than two α-hydrogens reacted with phosgene at 100—105°C to give good yields of 4,6-dichloro-2,5-disubstituted-pyrimidines (3a—h). The amidine hydrochlorides (1j—t), which were obtained from nitriles with only one α-hydrogen, afforded 2-alkylidene-4,6-dichloro-5,5-disubstituted-2,5-dihydropyrimidines (5j—t) in good yields. The amidine hydrochloride 1i, however, gave 2-dichloromethylidene-2,5-dihydro-5,5,6-trichloro-4(3H)-pyrimidinone (4i) under comparable conditions.
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