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

1email, 1,2,* email, 1email, 1email, 3email, 4email and 4email
Received: 5 December 2013; in revised form: 7 January 2014 / Accepted: 10 January 2014 / Published: 17 January 2014
(This article belongs to the Section Organic Synthesis)
View Full-Text   |   Download PDF [317 KB, uploaded 18 June 2014]
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
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.

Export to BibTeX |
EndNote


MDPI and ACS Style

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.

AMA Style

Al-Najjar HJ, Barakat A, Al-Majid AM, Mabkhot YN, Weber M, Ghabbour HA, Fun H-K. A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium. Molecules. 2014; 19(1):1150-1162.

Chicago/Turabian Style

Al-Najjar, Hany J.; Barakat, Assem; Al-Majid, Abdullah M.; Mabkhot, Yahia N.; Weber, Manuel; Ghabbour, Hazem A.; Fun, Hoong-Kun. 2014. "A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium." Molecules 19, no. 1: 1150-1162.


Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert