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Synthesis and transformations of 1-(4-hydroxyphenyl)dihydrouracils

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

N-(4-Hydroxyphenyl)-β-alanine and its methyl derivatives, as well as p-hydroxyphenylamino-β, β'-dipropionic acid, were obtained by the reaction of p-aminophenol with methyl acrylate and acrylic, methacrylic, and crotonic acids. The β-alanines were converted to the corresponding hydrazides and 1-(4-hydroxyphenyl)dihydro- and thiodihydrouracils, which were decyclized by the action of alkalis to ureido and thioureido acids and were dehydrogenated by heating with sulfur to give uracils. The dihydro- and thiodihydrouracils were alkylated and acetylated.

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Literature cited

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1400–1406, October, 1982.

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Baltrushis, R.S., Beresnevichyus, Z.I.G. & Mitskyavichyus, V.Y. Synthesis and transformations of 1-(4-hydroxyphenyl)dihydrouracils. Chem Heterocycl Compd 18, 1089–1095 (1982). https://doi.org/10.1007/BF00503202

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  • DOI: https://doi.org/10.1007/BF00503202

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