2-amino-4-(benzo[d][1,3]dioxol-5-yl)-5-methylisophthalonitrile | 1338442-81-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 2-amino-4-(benzo[d][1,3]dioxol-5-yl)-5-methylisophthalonitrile
• 英文别名: 2-Amino-4-(1,3-benzodioxol-5-yl)-5-methylbenzene-1,3-dicarbonitrile；2-amino-4-(1,3-benzodioxol-5-yl)-5-methylbenzene-1,3-dicarbonitrile
• CAS: 1338442-81-1
• 化学式: C₁₆H₁₁N₃O₂
• 分子量: 277.282
• InChiKey: XUIZFIVDPONYMD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  92.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-amino-4-(benzo[d][1,3]dioxol-5-yl)-5-methylisophthalonitrile 、 溴乙酸乙酯 在 potassium hydroxide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以69%的产率得到ethyl 3-amino-6-(benzo[d] [1,3]dioxol-5-yl)-7-cyano-1-(2-ethoxy-2-oxoethyl)-5-methyl-1H-indole-2-carboxylate
  参考文献：
  名称：

  One-step synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines and their use in the synthesis of highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles

  摘要：

  A three-component, one-step method for the synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines involving reaction of alkyl aldehyde, malononitrile and aryl aldehyde in presence of morpholine is reported. Highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles were prepared from these dicyanoanilines by reaction with ethyl bromoacetate. These substituted dicyanoanilines and indoles have a potential to be converted into various other compounds taking advantage of various functional groups present in these molecules. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.064
• 作为产物：
  描述：

  胡椒醛 、 丙醛 、 丙二腈 在 吗啉 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以75%的产率得到2-amino-4-(benzo[d][1,3]dioxol-5-yl)-5-methylisophthalonitrile
  参考文献：
  名称：

  One-step synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines and their use in the synthesis of highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles

  摘要：

  A three-component, one-step method for the synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines involving reaction of alkyl aldehyde, malononitrile and aryl aldehyde in presence of morpholine is reported. Highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles were prepared from these dicyanoanilines by reaction with ethyl bromoacetate. These substituted dicyanoanilines and indoles have a potential to be converted into various other compounds taking advantage of various functional groups present in these molecules. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.064

文献信息

• One-step synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines and their use in the synthesis of highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles
  作者：Sangmeshwer P. Sawargave、Ananada S. Kudale、Jaydeep V. Deore、Dattatry S. Bhosale、Jaisingh M. Divse、Subhash P. Chavan、Hanumant B. Borate

  DOI：10.1016/j.tetlet.2011.08.064

  日期：2011.10

  A three-component, one-step method for the synthesis of 4-alkyl-3-aryl-2,6-dicyanoanilines involving reaction of alkyl aldehyde, malononitrile and aryl aldehyde in presence of morpholine is reported. Highly functionalized 2,3,5,6,7- and 2,3,4,5,7-substituted indoles were prepared from these dicyanoanilines by reaction with ethyl bromoacetate. These substituted dicyanoanilines and indoles have a potential to be converted into various other compounds taking advantage of various functional groups present in these molecules. (C) 2011 Elsevier Ltd. All rights reserved.