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- Title
Synthesis and oxidative aromatization of 5-acetyl-2-cyanoimino-6-methyl-4-phenyl-1,2,3,4-tetrahydropyrimidine with manganese dioxide.
- Authors
Solovyev, P. A.; Shutalev, A. D.
- Abstract
The synthesis of 5-acetyl-2-cyanoimino-6-methyl-4-phenyl-1,2,3,4-tetrahydropyrimidine has been carried out by reaction of N-[(tosyl)(phenyl)methyl]-N′-cyanoguanidine with acetylacetone in the presence of sodium hydride with subsequent acid catalyzed dehydration of the 4-hydroxy-2-imino-hexahydropyrimidine obtained. The oxidative aromatization of the tetrahydropyrimidine synthesized using manganese dioxide has been studied. It was found that the products formed depend on the reaction temperature and are either 5-acetyl-2-carbamoylamino-4-methyl-6-phenylpyrimidine or 5-acetyl-2-amino-4-methyl-6-phenylpyrimidine or a mixture of both.
- Subjects
HETEROCYCLIC compounds; PYRIMIDINE nucleotides; SODIUM hydride; ALKALI metals
- Publication
Chemistry of Heterocyclic Compounds, 2009, Vol 45, Issue 7, p809
- ISSN
0009-3122
- Publication type
Article
- DOI
10.1007/s10593-009-0357-9