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Positional isomers of thienopyrimidinones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

Condensation of o-cyanomethylbenzoic acids with esters of 2-aminothiophene-3-carboxylic and 3-amino-thiophene-2-carboxylic acids to give isomeric 2-(4-oxo-3,4-dihydrothieno[2,3-d]pyrimidin-2-ylmethyl)-benzoic acids and their ethyl and phenacyl esters. Methylation of esters occurs at N-3. The spectroscopic characteristics of the positional isomers are compared at the level of carboxylic acids, their esters, and methylated products.

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Correspondence to V. A. Kovtunenko.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 6, 932–941, June, 2008.

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Kucherenko, T.T., Zadorozhny, A.V. & Kovtunenko, V.A. Positional isomers of thienopyrimidinones. Chem Heterocycl Comp 44, 750–758 (2008). https://doi.org/10.1007/s10593-008-0100-y

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  • DOI: https://doi.org/10.1007/s10593-008-0100-y

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