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- Title
An Unexpected Pyrimidine Ring Transformations in the Reaction of 4-aryl-5-nitro-6-bromomethylpyrimidin-2(1 H)-ones with Anilines.
- Authors
Remennikov, Grigoriy Ya; Gavryushin, Andrey; Polborn, Kurt
- Abstract
The reaction of 4-aryl-6-bromomethyl-5-nitro-3,4-dihydropyrimidin-2(1 H)-ones, containing three possible combinations of substituted and unsubstituted nitrogen atoms with anilines depending on the conditions leads to the products of of the pyrimidinone ring into an imidazolone, as well as to the formation of 7-aryl-6,7-dihydroisoxazolo[4,3-d]pyrimidin-5(4 H)-one derivatives, and in some cases to the 5-aminopyrimidinones. The mechanisms of these unusual ring transformations are discussed.
- Subjects
PYRIMIDINES; CHEMICAL reactions; ANILINE; IMIDAZOLONES; ATOMS
- Publication
Journal of Heterocyclic Chemistry, 2016, Vol 53, Issue 2, p537
- ISSN
0022-152X
- Publication type
Article
- DOI
10.1002/jhet.2326