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Molecules 2014, 19(1), 1150-1162; doi:10.3390/molecules19011150
Article

A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium

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Received: 5 December 2013 / Revised: 7 January 2014 / Accepted: 10 January 2014 / Published: 17 January 2014
(This article belongs to the Section Organic Synthesis)
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Abstract

An efficient method for the synthesis of a variety of pyrimidine derivatives 3at by reaction of barbituric acids 1a,b as Michael donor with nitroalkenes 2ak as Michael acceptor using an aqueous medium and diethylamine is described. This 1,4-addition strategy offers several advantages, such as using an economic and environmentally benign reaction media, high yields, versatility, and shorter reaction times. The synthesized compounds were identified by 1H-NMR, 13C-NMR, CHN, IR, and MS. The structure of compound 3a was further confirmed by single crystal X-ray structure determination.
Keywords: Michael reactions; barbituric acid; aqueous media; green chemistry Michael reactions; barbituric acid; aqueous media; green chemistry
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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Al-Najjar, H.J.; Barakat, A.; Al-Majid, A.M.; Mabkhot, Y.N.; Weber, M.; Ghabbour, H.A.; Fun, H.-K. A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium. Molecules 2014, 19, 1150-1162.

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