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

被引：0
|
作者：
Kenji Yamagata
Fumi Okabe
Motoyoshi Yamazaki
Yoshinobu Tagawa
机构：
[1] Faculty of Pharmaceutical Sciences,
[2] Fukuoka University,undefined
[3] 814-0180 Fukuoka,undefined
[4] Japan,undefined
来源：
Monatshefte für Chemie / Chemical Monthly | 2002年 / 133卷
关键词：
Keywords. Furancarboxamides; Furanones; Amines; Michael addition; Recyclization.;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
 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.
引用
收藏
页码：643 / 651
页数：8
相关论文
共 50 条
  • [21] Synthesis of 1,4-oxathiocines and thiopyrans by the reaction of 2-amino-4,5-dihydro-3-thiophenecarbonitriles with ethyl diazoacetoacetate
    Yamagata, K
    Akizuki, K
    Yamazaki, M
    LIEBIGS ANNALEN, 1996, (05): : 725 - 729
  • [22] Synthesis of dihydrofuro[2,3-b]pyridines by the reaction of 2-amino-4,5-dihydro-3-furancarbonitriles with α,β-unsaturated carbonyl compounds
    Maruoka, H
    Yamazaki, M
    Tomioka, Y
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2002, 39 (04) : 743 - 749
  • [23] 1,3-DIPOLAR CYCLOADDITION OF BENZONITRILE OXIDE TO SUBSTITUTED 4,5-DIHYDRO-3-METHYLENE-2(3H)-FURANONES
    STVERKOVA, S
    ZAK, Z
    JONAS, J
    LIEBIGS ANNALEN DER CHEMIE, 1993, (11): : 1169 - 1173
  • [24] Facile Synthesis of 3(2H)-Pyridazinones and 2(3H)-Furanones of Anticipated Biological Activities
    Morsy, J. M.
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2008, 55 (06) : 1243 - 1250
  • [25] Condensation of (E)-5-aryl-3-arylmethylene-2-(3H)-furanones with different amines
    Abdallah, SM
    Saad, HA
    Hefny, HA
    Yehia, HH
    Abdou, MH
    ASIAN JOURNAL OF CHEMISTRY, 2003, 15 (02) : 601 - 615
  • [26] A Green Approach to the Synthesis of Novel Indole Substituted 2-Amino-4,5-dihydro-3-furancarbonitriles in Water
    Padmaja, Pannala
    Reddy, Pedavenkatagari Narayana
    Sahoo, Bijaya Ketan
    LETTERS IN ORGANIC CHEMISTRY, 2019, 16 (03) : 209 - 214
  • [27] SYNTHESIS AND SOME REACTIONS OF 3-ARYLIDENE-5-(2'-TETRALYL)-2(3H)FURANONES
    ABDALLA, M
    ESSAWY, A
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1977, 15 (06): : 523 - 525
  • [28] STRUCTURE OF 2-AMINO-4,5-DIHYDRO-3H+-1,3-THIAZOLIUM TRICHLOROCADMATE(II), C3H7N2S+.CDCL3-
    KUBIAK, M
    GLOWIAK, T
    KOZLOWSKI, H
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1983, 39 (DEC) : 1637 - 1639
  • [29] NEW "4,5(3H)DIHYDRO-4-ACETYL-2-FURANONES DERIVATIVES - CHEMICAL AND PHARMACOLOGICAL STUDIES
    COUQUELET, J
    TAOUFIK, J
    COUQUELET, J
    TRONCHE, P
    CHANH, PH
    CHANH, APH
    NAVARRODELMASURE, C
    LASSERRE, B
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1983, 18 (04) : 301 - 305
  • [30] Rhodium(II) acetate-catalyzed reaction of 2-amino-4,5-dihydro-3-furancarbonitriles with dialkyl diazomalonates
    Yamagata, K
    Okabe, F
    Yamazaki, M
    JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1999, 341 (06): : 562 - 567
12345