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Syntheses of polyamides containing theophylline and thymine
Authors:Masahira Hattori  Masayoshi Kinoshita
Abstract:
2-(1,3-Dimethyl-2,6-dioxo-2,6-dihydropurin-7-yl)methylsuccinic acid ( 2a ) and 2-(5-methyl-2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)methylsuccinic acid ( 2b ) were synthesized via the addition reaction of theophylline and thymine, respectively, to dimethyl methylenesuccinate, followed by hydrolysis of the resulting ester. The dicarboxylic acid derivatives 2a and 2b were further converted to their di-p-nitrophenyl esters 3a and 3b , which were allowed to polycondense with diamines such as 1,6-diaminohexane, 1,2-diaminoethane, 3-aminomethylbenzylamine, and piperazine in solutions. The resulting polyamides are white powders with molecular weights in the range of about 2000–6000. The DP of the polyamides varies with the kind of diamines and solvent used. All polyamides are soluble in DMSO and formic acid, the polyamides deriving from esters 3a and 3b and 1,2-diaminoethane and piperazine are also soluble in water.
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