2-(1-morpholinoethylidene)malononitrile | 111505-54-5

• 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: 2-(1-morpholinoethylidene)malononitrile
• 英文别名: 2-cyano-3-(1-morpholino)crotononitrile；2-[1-(4-Morpholinyl)ethylidene]malononitrile；2-(1-morpholin-4-ylethylidene)propanedinitrile
• CAS: 111505-54-5
• 化学式: C₉H₁₁N₃O
• 分子量: 177.206
• InChiKey: CJHMTCBGKVGAQA-UHFFFAOYSA-N

物化性质

• 熔点：
  105-106 °C
• 沸点：
  302.5±42.0 °C(Predicted)
• 密度：
  1.164±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  60
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1-morpholinoethylidene)malononitrile 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以1.7 g的产率得到2-amino-4-morpholinothiophene-3-carbonitrile
  参考文献：
  名称：

  Transesterification of trimethyl orthoacetate: an efficient protocol for the synthesis of 4-alkoxy-2-aminothiophene-3-carbonitriles

  摘要：

  A facile one-pot method is reported for the synthesis of 4-alkoxy-2-aminothiophene-3-carbonitriles. Transesterification of trimethylorthoacetate technique allowed introducing alkoxy substituents into 2-aminothiophene ring system. Diverse alkoxy substituents could be introduced efficiently by using this methodology. Further the synthesis of some of new 4-alkylamino-2-aminothiophenes is also reported. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.090
• 作为产物：
  描述：

  吗啉 、 2-(1-甲氧基亚乙基)丙二腈 反应 4.0h， 生成 2-(1-morpholinoethylidene)malononitrile
  参考文献：
  名称：

  Transesterification of trimethyl orthoacetate: an efficient protocol for the synthesis of 4-alkoxy-2-aminothiophene-3-carbonitriles

  摘要：

  A facile one-pot method is reported for the synthesis of 4-alkoxy-2-aminothiophene-3-carbonitriles. Transesterification of trimethylorthoacetate technique allowed introducing alkoxy substituents into 2-aminothiophene ring system. Diverse alkoxy substituents could be introduced efficiently by using this methodology. Further the synthesis of some of new 4-alkylamino-2-aminothiophenes is also reported. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.12.090

文献信息

• Basic Ionic Liquid [bmIm]OH–Mediated Gewald Reaction as Green Protocol for the Synthesis of 2-Aminothiophenes
  作者：Venkata Rao Kaki、Raghuram Rao Akkinepalli、Pran Kishore Deb、Mallikarjuna Rao Pichika

  DOI：10.1080/00397911.2014.951898

  日期：2015.1.2

  A simple, efficient, and environmental friendly procedure was developed based on the Gewald reaction for the synthesis of 2-aminothiophenes using a basic ionic liquid [bmIm]OH as both catalyst and solvent. Besides being a green protocol, the method offers advantages of successful synthesis of a variety of alkyl, aryl, alkoxy, and alkylamino-2-aminothiophenes in good yields.
• Gandhi, Sham S.; Gibson, Martin S., Canadian Journal of Chemistry, 1987, vol. 65, p. 2717 - 2721
  作者：Gandhi, Sham S.、Gibson, Martin S.

  DOI：——

  日期：——
• GANDHI, SHAM S.;GIBSON, MARTIN S., CAN. J. CHEM., 65,(1987) N 12, 2717
  作者：GANDHI, SHAM S.、GIBSON, MARTIN S.

  DOI：——

  日期：——