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A greener, efficient approach to Michael addition of barbituric acid to nitroalkene in aqueous diethylamine medium.

ABSTRACT: An efficient method for the synthesis of a variety of pyrimidine derivatives 3a-t by reaction of barbituric acids 1a,b as Michael donor with nitroalkenes 2a-k 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.

SUBMITTER: Al-Najjar HJ

PROVIDER: S-EPMC6271361 | biostudies-literature | 2014 Jan

REPOSITORIES: biostudies-literature

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A greener, efficient approach to Michael addition of barbituric acid to nitroalkene in aqueous diethylamine medium.

Al-Najjar Hany J HJ Barakat Assem A Al-Majid Abdullah M AM Mabkhot Yahia N YN Weber Manuel M Ghabbour Hazem A HA Fun Hoong-Kun HK

Molecules (Basel, Switzerland) 20140117 1

An efficient method for the synthesis of a variety of pyrimidine derivatives 3a-t by reaction of barbituric acids 1a,b as Michael donor with nitroalkenes 2a-k 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 struct ...[more]

PMID: 24445342

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