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A Simple and Convenient Method for the Synthesis of 1-Methyl-7-arylfuro[3,2-g]pteridine-2,4(1H,3H)-diones and Their Substituted Derivatives

Maxim Stanislavovich Kazunin, Oleksii Yurievich Voskoboynik, Svetlana Valentynivna Shishkina, Oleksii Mykolayovych Antypenko, Sergey Ivanovich Kovalenko

Abstract


A simple and effective method for the synthesis of unknown 1-methyl-7-arylfuro[3,2-g]pteridine-2,4(1H,3H)-diones by dehydration of the corresponding 1-methyl-6-phenacyl-pteridine-2,4,7(1H,3H,8H)-triones is reported in the article. It was shown that their alkylation by butyl chloroacetate in basic medium proceeded by the N3-atom of the heterocycle. The structure and purity of the synthesized compounds were confirmed by IR, 1H, 13C NMR spectroscopy, gas chromatography-mass spectrometry, mass spectrometry, as well as X-ray diffraction analysis. The proposed mechanism of the dehydration reaction was discussed.


Keywords


1-methyl-6-(2-oxo-2-arylethyl)pteridine-2,4,7(1H,3H,8H)-triones; dehydration; 1-methyl-7-arylfuro[3,2-g]pteridine-2,4(1H,3H)diones; alkylation; X-ray diffraction analysis

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DOI: http://dx.doi.org/10.17344/acsi.2019.5601

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Copyright (c) 2020 Maxim Stanislavovich Kazunin, Oleksii Yurievich Voskoboynik, Svetlana Valentynivna Shishkina, Oleksii Mykolayovych Antypenko, Sergey Ivanovich Kovalenko

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