134940-59-3

Upstream product

• 16750-43-9 3-aminopropanamidoxime 
• 100-52-7 benzaldehyde 
• 134940-53-7 N-Hydroxy-3-{[1-phenyl-meth-(E)-ylidene]-amino}-propionamidine 
• 90871-68-4 4-hydroximino-2-phenyl-hexahydropyrimidine 

Downstream Products

• 145850-39-1 3-(2-benzylaminoethyl)-5-phenyl-4,5-dihydro-1,2,4-oxadiazole 
• 145850-40-4 1-benzyl-4-(hydroxyimino)-2-phenylhexahydropyrimidine 
• 145850-41-5 cis-6-benzyl-3,5-diphenyl-5,6,7,8-tetrahydro-3H-<1,2,4>oxadiazolo<4,3-c>pyrimidine 
• 145850-41-5 trans-6-benzyl-3,5-diphenyl-5,6,7,8-tetrahydro-3H-<1,2,4>oxadiazolo<4,3-c>pyrimidine 

Relevant academic research and scientific papers

Ring-Chain Tautomerism of 3,5-Disubstituted 5,6,7,8-Tetrahydro-3H-oxadiazolopyrimidine, a Novel Heterocyclic Ring System

The reaction of 3-aminopropionamide oxime (7) with two equiv. of benzaldehyde or of a substituted benzaldehyde gives cis-3,5-diaryl-5,6,7,8-tetrahydro-3H-oxadiazolo-pyrimidines (cis-11a-c,e).According to 1H-, 13C-, and 15N-NMR studies these compounds form in solution a novel triple tautomeric equilibrium comprising cis- and trans-11a-c,e and 3--5-aryl-4,5-dihydro-1,2,4-oxadiazoles (10a-c,e).However, the solid obtained from 7 and two equiv. of cinnamaldehyde proved to be an imine (10g), which again formed in solution a similar triple tautomeric system analogously to the mutarotation of sugars.The structure of 11a and 10g was confirmed by X-ray crystallography. Key Words: Ring-chain tautomerism / 3H--Oxadiazolopyrimidine, 5,6,7,8-tetrahydro-