Azines and azoles: CXXII. New regioselective synthesis of 1-substituted 6-alkyluracils

Readily available 5-acyl-4-hydroxy-3,6-dihydro-2H-1,3-thiazine-2,6-diones with primary alkyland arylamines in mild conditions (boiling in propan-2-ol) to give Schiff bases. In more rigid conditions (boiling in DMF), the reaction is accompanied by COS liberation and provides 1-substituted 6-alkylurac...

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Bibliographic Details
Published inRussian journal of general chemistry Vol. 75; no. 1; pp. 134 - 146
Main Authors Yuskovets, VN, Moskvin, AV, Mikhailov, LE, Ivin, BA
Format Journal Article
LanguageEnglish
Published NEW YORK MAIK NAUKA/INTERPERIODICA 01.01.2005
Subjects
Chemistry
Chemistry, Multidisciplinary
Physical Sciences
Science & Technology
DIKETENE
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Summary:Readily available 5-acyl-4-hydroxy-3,6-dihydro-2H-1,3-thiazine-2,6-diones with primary alkyland arylamines in mild conditions (boiling in propan-2-ol) to give Schiff bases. In more rigid conditions (boiling in DMF), the reaction is accompanied by COS liberation and provides 1-substituted 6-alkyluracils. This previously unknown reaction possesses a considerable synthetic potential and can be considered as a new, general, and regioselective synthetic approach to 1-substituted 6-alkyluracils.
ISSN:1070-3632
1608-3350
DOI:10.1007/s11176-005-0185-2