2-amino-4-butoxythiophene-3-carbonitrile | 1422971-79-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-amino-4-butoxythiophene-3-carbonitrile
• CAS: 1422971-79-6
• 化学式: C₉H₁₂N₂OS
• 分子量: 196.273
• InChiKey: WBEGQWVQTUDORM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  87.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  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， 反应 0.33h， 以14.8 g的产率得到2-amino-4-butoxythiophene-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

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.