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Synthesis of 3-Diaminomethylene-2(3H)-furanones by Reaction of 2-Amino-4,5-dihydro-3-furancarboxamides with Amines

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Summary.

 The reaction of 2-amino-4,5-dihydro-3-furancarboxamides with morpholine in the presence of acetic acid in pyridine or under the influence of ammonium acetate gave the corresponding 3-diaminomethylene-4,5-dihydro-2(3H )-furanones; 4,5-dihydro-2-morpholino-3-furancarboxamides were not isolated. One of the former reacted with benzylamine to give (E )- and (Z )-3-(amino-(benzylamino)-methylene)-4,5-dihydro-4-phenyl-2(3H )-furanones and 2-benzylamino-4,5-dihydro-4-phenyl-3-furancarboxamide.

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Authors and Affiliations

  1. Faculty of Pharmaceutical Sciences, Fukuoka University, 814-0180 Fukuoka, Japan, , , , , , JP

    Kenji Yamagata, Fumi Okabe, Motoyoshi Yamazaki & Yoshinobu Tagawa

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  1. Kenji Yamagata
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  2. Fumi Okabe
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  3. Motoyoshi Yamazaki
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  4. Yoshinobu Tagawa
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Received October 4, 2001. Accepted October 10, 2001

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Yamagata, K., Okabe, F., Yamazaki, M. et al. Synthesis of 3-Diaminomethylene-2(3H)-furanones by Reaction of 2-Amino-4,5-dihydro-3-furancarboxamides with Amines. Monatshefte fuer Chemie 133, 643–651 (2002). https://doi.org/10.1007/s007060200036

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  • DOI: https://doi.org/10.1007/s007060200036

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