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α-Amido(thioamido)alkylation of dithiocarbamic, O-ethyldithiocarbonic, and arylsulfinic acids by 4-hydroxy(alkoxy)hexahydropyrimidine-2-thiones(ones)

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reaction of dithiocarbamic, O-ethyldithiocarbonic, and arylsulfinic acids with 4-hydroxy(methoxy)hexahydropyrimidine-2-thiones(ones) results in the regio- and stereoselective formation of 4-(aminothiocarbonylthio)-,4-(ethoxythiocarbonylthio)-, and 4-(arylsulfonyl)hexahydropyridimidinethiones(ones) for which the reaction with O-nucleophiles was studied. It was found that the axial orientation of the functional groups at the C(4) atom is preferential in the molecules of the compounds obtained.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 228–236, February, 1991.

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Shutalev, A.D., Ignatova, L.A. α-Amido(thioamido)alkylation of dithiocarbamic, O-ethyldithiocarbonic, and arylsulfinic acids by 4-hydroxy(alkoxy)hexahydropyrimidine-2-thiones(ones). Chem Heterocycl Compd 27, 187–194 (1991). https://doi.org/10.1007/BF00476755

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  • DOI: https://doi.org/10.1007/BF00476755

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