Journal of Organic Chemistry p. 3011 - 3015 (1981)
Update date:2022-08-05
Topics:
Richter, Reinhard
Ulrich, Henri
2,4-Bis(arylimino)-1,3,5-triarylhexahydro-s-triazinones (7) have been synthesized by several routes: (A) addition of phosgene to 2,4-bis(arylimino)-1,3-diaryl-1,3-diazetidines (2) leads to ring opening, giving N-(chloroimidoyl)-N'-(chlorocarbonyl)guanidines (9), which are readily cyclized to 7 with arylamine; (B) heating of N1,N2,N3,N4,N5-pentaarylbiguanides (10) or N1,N2,N3-triarylguanidines with diphenyl carbonate to 200-210 deg C or reacting 10 with phosgene in the presence of triethylamine produces the diimino-s-triazinones 7 in good yield.
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