ACETYLENIC DIMERIZATION UNDER BASIC CONDITIONS

Abstract

Objective: The lack of information concerning the pharmacological activity of amino acetylenic amide derivatives in which the cyclic amine is aziridine or azetidine promoted our interest to synthesize N-[4-(1-azeridinyl)-2-butynyl] pyrrolide-1,3-dione 4, N-[4-(1-azetidinyl)-2-butynyl] pyrrolidine-1,3-dione 5 and N-[4-(1-pyrrolidnyl)-2-butynyl]pyrrolide-1,3-dione 6.Methods: Melting points, IR, 1H-NMR 13CNMRspectra were measured.Results: Dimerization of 2-(prop-2-yn-1-yl) pyrrolidine-1,3-dione was generated rather than Mannich product, while using pyrrolidine as base in Mannich reaction generated the expected Mannich product. Rationalization for the mechanism of dimerization and Mannich adduct are discussed.Conclusion: Mannich reaction may afford the dimerization product of the acetylenic compounds rather than Mannich adduct. 

Authors and Affiliations

Zuhair Muhi-eldeen, Elham Al-kaissi, Najah Al-muhtaseb

Keywords

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  • EP ID EP578332
  • DOI -
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How To Cite

Zuhair Muhi-eldeen, Elham Al-kaissi, Najah Al-muhtaseb (2015). ACETYLENIC DIMERIZATION UNDER BASIC CONDITIONS. International Journal of Pharmacy and Pharmaceutical Sciences, 7(8), 290-293. https://europub.co.uk/articles/-A-578332