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Research on Chemical Intermediates

, Volume 43, Issue 7, pp 3833–3846 | Cite as

An efficient synthesis of 3,4-dihydropyrimidin-2(1H)-one and 5,6-diphenylpyrimidine derivatives under solvent-free and base conditions

  • Jing Xu
  • Ganlu Hao
  • Xu Gao
  • Hui Xu
  • Liangce Rong
Article
  • 202 Downloads

Abstract

An efficient and convenient Biginelli-like reaction one-pot synthesis of a series of 4-aryl-5,6-diphenyl-3,4-dihydropyrimidin-2(1H)-one and 4-aryl-5,6-diphenylpyrimidine derivatives under solvent-free conditions from the reaction of aromatic aldehydes, 1,2-diphenylethanone, urea, guanidine carbonate or acetamidine hydrochloride has been reported. This methodology has the advantages of short reaction time, mild reaction conditions, easy work-up and environmental friendliness. Moreover, 4-aryl-5,6-diphenylpyrimidine derivatives were first reported in this process. The structures of the title compounds were further determined by X-ray diffraction. More importantly, different from general Biginelli reaction, this reported method was carried out under base conditions.

Keywords

3,4-Dihydropyrimidin-2(1H)-one 5,6-Diphenylpyrimidine 1,2-Diphenylethanone Solvent-free Synthesis 

Notes

Acknowledgements

We are grateful to the National Natural Science Foundation of China (NSFC; 21571087), the Open Foundation of Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials (no. K201312), the Natural Science Foundation of Jiangsu Normal University (13XLR005), the Priority Academic Program Development of Jiangsu Higher Education Institutions and the Brand Major of Universities in Jiangsu Province (TAPP) for financial support.

Supplementary material

11164_2016_2842_MOESM1_ESM.docx (2.1 mb)
Supplementary material 1 (DOCX 2159 kb)

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Copyright information

© Springer Science+Business Media Dordrecht 2017

Authors and Affiliations

  • Jing Xu
    • 1
  • Ganlu Hao
    • 1
  • Xu Gao
    • 1
  • Hui Xu
    • 1
  • Liangce Rong
    • 1
  1. 1.Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, College of Chemistry and Chemical EngineeringJiangsu Normal UniversityXuzhouPeople’s Republic of China

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