- New regioselective synthesis of 7H-imidazo[2,1-b][1,3]thiazine and 2H,6H-pyrimido[2,1-b][1,3]thiazine derivatives
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A series of the title compounds were prepared by the reaction of amidines 2 with α-bromoketones, acid chlorides or acrylic dienophiles. The four steps synthesis reaction from thiourea and full characterisation of 7H-imidazo[2,1-b][1,3]thiazines 4, 2H,6H-pyrimido[2,1-b][1,3]thiazin-6-ones 5, and 2H,6H-pyrimido[2,1-b][1,3]thiazines 6 are described.
- Landreau, Cyrille,Deniaud, David,Reliquet, Alain,Meslin, Jean Claude
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- Synthesis of Heterocyclic Compounds via Enamines. Part 8. Acid-catalysed Transformations in 4,4,6-Trimethyl-1,4-Dihydropyrimidine-2(3H)-thione Derivatives and Related Compounds
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1-Substituted 4,4,6-trimethyl-1,4-dihydropyrimidine-2(3H)-thiones (2) on heating in 11M-HCl at 100-110 deg C are converted into the corresponding 2-substituted-amino-4,6,6-trimethyl-6H-1,3-thiazines (4) and/or thioureas.But at 95-100 deg C, Dimroth rearrangement products, e.g. the corresponding 2-substituted-amino-4,4,6-trimethyl-4H-1,3-thiazenes (3) are formed.
- Singh, Harjit,Singh, Paramjit
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p. 1013 - 1018
(2007/10/02)
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