Über die Reaktionen von monosubstituierten Guanidinen mit 1-Phenyl-1,3-butandion |
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Authors: | Winfried Wendelin Karl Schermanz Klaus Schweiger Alfred Fuchsgruber |
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Institution: | 1. Institut für Pharmazeutische Chemie, Universit?t Graz, A-8010, Graz, ?sterreich
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Abstract: | 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)-pyrimidinimines11 or12 cannot be observed. The structural formulae of10 b and 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). Boiling13 with aniline in butanol yields thiodipyrimidine15 (and not10 d). |
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