An Efficient and Concise Synthesis of N-3-Substituted 9-Methoxy-4 H -[1]-benzopyrano[2,3- d ]pyrimidine-4(5 H)-imines and Formamidine Derivatives from Methyl N -(3-Cyano-8-methoxy-4 H -[1]-benzopyran-2-yl)methanimidate - Université de Rennes Access content directly
Journal Articles Synthesis: Journal of Synthetic Organic Chemistry Year : 2017

An Efficient and Concise Synthesis of N-3-Substituted 9-Methoxy-4 H -[1]-benzopyrano[2,3- d ]pyrimidine-4(5 H)-imines and Formamidine Derivatives from Methyl N -(3-Cyano-8-methoxy-4 H -[1]-benzopyran-2-yl)methanimidate

A. Bouattour
  • Function : Author
M. Fakhfakh
  • Function : Author
S. Abid
  • Function : Author
H. Ammar
  • Function : Correspondent author

Abstract

A four-step microwave-assisted reaction of N-3-susbstituted 4 H -[1]-benzopyrano[2,3- d ]pyrimidine-4(5 H)-imines and formamidine derivatives was successfully developed from primary amines, cyclic secondary amines, and methyl N -(3-cyano-8-methoxy-4 H -[1]-benzopyran-2-yl)methanimidate as key intermediate. The simplicity of the microwave protocols gave facile possibilities of isolation of the desired products by simple filtration. The synthesized compounds were obtained in good yields and purity, and characterized by 1 H, 13 C NMR, IR, and HRMS analyses. © Georg Thieme Verlag Stuttgart - New York.
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Dates and versions

hal-01581228 , version 1 (04-09-2017)

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A. Bouattour, M. Fakhfakh, S. Abid, L. Paquin, H. Ammar, et al.. An Efficient and Concise Synthesis of N-3-Substituted 9-Methoxy-4 H -[1]-benzopyrano[2,3- d ]pyrimidine-4(5 H)-imines and Formamidine Derivatives from Methyl N -(3-Cyano-8-methoxy-4 H -[1]-benzopyran-2-yl)methanimidate. Synthesis: Journal of Synthetic Organic Chemistry, 2017, 49 (16), pp.3768--3774. ⟨10.1055/s-0036-1588825⟩. ⟨hal-01581228⟩
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