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Composes Sulfures Heterocycliques. CI. Action des hydrazinecarboxylates de methyle ou d'ethyle sur les dihydro-1,2 benzothiazine-3,1 thiones-4
Legrand, Louis,Lozac'H, Noel
, p. 226 - 229 (2007/10/02)
Methyl or ethyl hydrazinecarboxylates react with 1-alkyl- (or 1-aryl)-1,2-dihydro-3,1-benzothiazine-4-thiones 1, giving alkyl (4-thioxo-1,2,3,4-tetrahydroquinazolin-3-yl)carbamates 2.In the latter compounds, the thiocarbonyl group is easily oxidized into a carbonyl group by reaction with benzonitrile N-oxide.Hydrazine react with alkyl (1-aryl-4-thioxo-1,2,3,4-tetrahydroquinazolin-3-yl)carbamates, leading to 7-aryl-6,7-dihydro-2H,4H-quinazolin-3-ones 6.In similar way, alkyl (2-aryl-4-thioxo-3,4-dihydroquinazolin-3-yl)acetates yield 6-aryl-2H,4H-quinazolin-3-ones 8.
