The Reactions of Monosubstituted Guanidins with α,β-Unsaturated Ketones

Article abstract of DOI:10.1007/BF00903666

Action of methyl-, benzyl- and phenylguanidine on mesityloxide yields the 2-R³-imino-4,4,6-trimethyl-1,2,3,4-tetrahydropyrimidines resp. 2-R³-aminopyrimidines 8b, c and e, cyclohexylidenacetone reacts with benzylguanidine to give the 2-benzylimino-4-methyl-1,3-diazaspiro<5,5>undeca-4-en resp. the benzylaminodiazaspiroundecadien (8d).The isomeric 1- and 3-R³-pyrimidinimines (resp. -amines) 9 b-e and 10 b-e are not formed in the reaction.The structures were proved by spectroscopical and chemical methods. - Keywords: Guanidines, monosubstituted; Ketone, α,β-unsatturated; Pyrimidines, 2-alkylimino-1,2,3,4-tetrahydro