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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

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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https://hal-univ-rennes1.archives-ouvertes.fr/hal-01581228
Contributor : Laurent Jonchère <>
Submitted on : Monday, September 4, 2017 - 2:38:47 PM
Last modification on : Thursday, March 5, 2020 - 2:03:29 PM

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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, Georg Thieme Verlag, 2017, 49 (16), pp.3768--3774. ⟨10.1055/s-0036-1588825⟩. ⟨hal-01581228⟩

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