Über die Reaktionen von monosubstituierten Guanidinen mit 1-Phenyl-1,3-butandion

摘要

Methyl-, benzyl- and phenylguanidine (2 b–d) react with 1-phenyl-1,3-butanedione to yield exclusively N2-substituted 4-methyl-6-phenyl-2-pyrimidinamines10 b–d. The formation of isomeric N1-substituted 2(1H)-pyrimidinimines11or12cannot be observed. The structural formulae of10 band c were proved by spectroscopical methods. The structure of the phenylguanidine-phenylbutanedione-condensate was determined by comparison and establishment of the identity of its picrate with an authentical sample of10 d-picrate, which had been synthetized from pyrimidinthione13(via methylthiopyrimidine16· HI). Boiling13with aniline in butanol yields thiodipyrimidine15(and not1