2,4-Bis(arylimino)-1,3,5-triarylhexahydro-s-triazinones

Article abstract of DOI:10.1021/jo00328a003

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.