4,5-dihydro-2-morpholino-5-phenyl-3-furancarbonitrile | 143819-44-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: 4,5-dihydro-2-morpholino-5-phenyl-3-furancarbonitrile
• 英文别名: 5-Morpholin-4-yl-2-phenyl-2,3-dihydrofuran-4-carbonitrile
• CAS: 143819-44-7
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: PYRFMWAXINVYDM-UHFFFAOYSA-N

物化性质

• 沸点：
  404.7±45.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4,5-dihydro-2-morpholino-5-phenyl-3-furancarbonitrile 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以92%的产率得到2-(4-morpholinyl)-5-phenyl-3-furancarbonitrile
  参考文献：
  名称：

  Diels-Alder Reaction of 2-(Cyclic Amino)-Substituted 3-Furancarbonitriles with Maleimides to Phthalimides

  摘要：

  An efficient Diels-Alder reaction is described in the furan series, leading to phthalimides in high yields. Thermal treatment of 2-(4-morpholinyl, 1-piperidinyl, and 1-pyrrolidinyl)-3-furancarbortitfiles with maleimide derivatives, e.g. maleimide, N-methylmaleimide, N-benzylmaleimide, N-phenylmaleimide and N-(4-nitrophenyl)maleimide, in boiling acetic acid caused a [4 + 2] cycloaddition reaction to give the corresponding phthalimide derivatives.

  DOI：

  10.3987/com-08-s(f)34
• 作为产物：
  描述：

  吗啉 、 5-氨基-2-苯基-2,3-二氢呋喃-4-甲腈 在 三甲胺盐酸盐 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以93%的产率得到4,5-dihydro-2-morpholino-5-phenyl-3-furancarbonitrile
  参考文献：
  名称：

  Yamagata, Kenji; Takaki, Mikiko; Yamazaki, Motoyoshi, Liebigs Annalen der Chemie, 1992, # 11, p. 1109 - 1112

  摘要：

  DOI：

文献信息

• Synthesis of N,N-Disubstituted 1-Cyanocyclopropanecarboxamides
  作者：Kenji Yamagata、Fumi Okabe、Yoshinobu Tagawa

  DOI：10.1002/ejoc.200200516

  日期：2003.7

  amino)-4,5-dihydro-3-furancarbonitriles 1a−i reacted with acetyl chloride to yield the corresponding ring-opening products 2a−i. The cyclization of compounds 2a−f with bases gave the corresponding N,N-disubstituted 1-cyanocyclopropanecarboxamides 3a−c and (E)-1-cyano-2-phenylcyclopropanecarboxamides 3d−f. The same compounds 3d−f were also obtained by treatment of compounds 2g−i with sodium methoxide. (©

  2-(双取代氨基)-4,5-二氢-3-呋喃甲腈 1a-i 与乙酰氯反应生成相应的开环产物 2a-i。化合物 2a-f 与碱的环化得到相应的 N,N-二取代 1-氰基环丙烷甲酰胺 3a-c 和 (E)-1-氰基-2-苯基环丙烷甲酰胺 3d-f。通过用甲醇钠处理化合物2g-i也获得了相同的化合物3d-f。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Synthesis of 1,3-Oxazines and Furo[2,3-b]pyrans by reaction of 2-amino-4,5-dihydro-3-furancarbonitriles with dibenzoyldiazomethanes
  作者：Kenji Yamagata、Keiko Akizuki、Motoyoshi Yamazaki

  DOI：10.1002/prac.19983400108

  日期：——

  2-Amino-4,5-dihydro-3-furancarbonitriles (1) react with a slight excess of dibenzoyldiazomethane in the presence of rhodium(II) acetate to give 1,3-oxazin-4-ones (2). With three equivalents of dibenzoyldiazomethane compounds 1 react to afford furo[2,3-b]pyran-3a-carbonitriles (3). Compound 3a was also obtained by treatment of 2a with two equivalents of dibenzoyldiazomethane.
• Rhodium(II) acetate-catalyzed reaction of 2-amino-4,5-dihydro-3-furancarbonitriles with dialkyl diazomalonates
  作者：Kenji Yamagata、Fumi Okabe、Motoyoshi Yamazaki

  DOI：10.1002/(sici)1521-3897(199908)341:6<562::aid-prac562>3.0.co;2-4

  日期：1999.8
• Synthesis of Dihydrooxepins by the Cycloaddition of 2-Amino-4,5-dihydro-3-furancarbonitriles with Dimethyl Acetylenedicarboxylate
  作者：Hiroshi Maruoka、Fumi Okabe、Eiichi Masumoto、Toshihiro Fujioka、Kenji Yamagata

  DOI：10.3987/com-13-12819

  日期：——

  A facile and efficient synthesis of dihydrooxepins is described. Treatment of readily available 2-amino-4,5-dihydro-3-furancarbonitriles with dimethyl acetylenedicarboxylate at room temperature caused smoothly a cycloaddition reaction, followed by a ring expansion, giving the corresponding dihydrooxepin derivatives.
• Yamagata, Kenji; Takaki, Mikiko; Yamazaki, Motoyoshi, Liebigs Annalen der Chemie, 1992, # 11, p. 1109 - 1112
  作者：Yamagata, Kenji、Takaki, Mikiko、Yamazaki, Motoyoshi

  DOI：——

  日期：——