Synthesis of 2,4,6-trisubstituted 5-(2-alkylsulfanylethyl)-pyrimidines and some their transformations |
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Authors: | A. A. Arutyunyan |
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Affiliation: | 1. Mndzhoyan Institute of Fine Organic Chemistry, Research Technological Center of Organic and Pharmaceutical Chemistry, National Academy of Sciences of Armenia, pr. Azatutyan 26, Yerevan, 0014, Armenia
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Abstract: | New 2,4,6-trisubstituted 5-(2-alkylsulfanylethyl)pyrimidines were synthesized by condensation of ethyl 2-(2-alkylsulfanylethyl)-3-oxobutanoates with various amidines and thiourea. Fusion of substituted 2,6-dimethylpyrimidin-4(3H)-ones with aromatic aldehydes gave the corresponding 6-styrylpyrimidines. Some 5-(2-alkylsulfanylethyl)pyrimidines were oxidized to sulfoxides, and amination of 5-[2-(butylsulfanyl)ethyl]-6-methyl-2-propylsulfanylpyrimidin-4(3H)-one with 4-aminobenzoic acid afforded 4-{5-[2-(butylsulfanyl)ethyl]-4-methyl-6-oxo-1,6-dihydropyrimidin-2-ylamino}benzoic acid. |
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