90871-68-4Relevant academic research and scientific papers
Ring-Chain Tautomerism of 4-Hydroximino-hexahydropyrimidines Substituted in Position 2
Korbonits, Dezsoe,Tobias-Heja, Erzsebet,Kolonits, Pal
, p. 1199 - 1202 (2007/10/02)
As shown by NMR spectroscopy, the reaction of 3-aminopropionamide oxim (9) with benzaldehyde or benzaldehyde derivatives 2a-d substituted with electron-attracting substituents affords products wich exist as an equilibrium mixture of tautomers involving the open-chain 3-(benzylideneamino)propionamide oximes 11a-d and the cyclic 4-hydroximinohexahydropyrimidines 12a-d.Tautomers 11 and 12, isolated also in crystalline form, can be converted by using an appropiate solvent.In contrast, in the reaction of benzaldehydes substituted with electron-releasing groups (2e,f) and cinnamaldehyde (2g) with 9 only the open-chain imines are formed, and in aprotic solvents no tautomerism can be observed.
