2-(3,4-methylenedioxyphenyl)-5-(n-butyl)pyrimidine | 1529532-50-0

• 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-(3,4-methylenedioxyphenyl)-5-(n-butyl)pyrimidine
• 英文别名: 2-(1,3-Benzodioxol-5-yl)-5-butylpyrimidine；2-(1,3-benzodioxol-5-yl)-5-butylpyrimidine
• CAS: 1529532-50-0
• 化学式: C₁₅H₁₆N₂O₂
• 分子量: 256.304
• InChiKey: LJYJFLPKZKSPRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 吡啶 、 sodium hydroxide 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 2-(3,4-methylenedioxyphenyl)-5-(n-butyl)pyrimidine
  参考文献：
  名称：

  Efficient and Benign One-Pot Conversion of N-Tosyl-1,4,5,6-tetrahydropyrimidines to Pyrimidines via Tandem β-Elimination and Aromatization

  摘要：

  An efficient, mild, benign, and practical method for one-pot conversion of N-tosyl-1,4,5,6-tetrahydropyrimidines into pyrimidines is discussed in detail. In this method, N-tosyl-1,4,5,6-tetrahydropyrimidines are first prepared via N-tosylation of tetrahydropyrimidines with TsCl and then treated with 1.5 equivalents of NaOH in dimethylsulfoxide (DMSO) under air at 60 degrees C to afford corresponding pyrimidines in 70-95% yields via cascade -elimination and aromatization. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resources: Full experimental and spectral details.]

  DOI：

  10.1080/00397911.2013.764433

文献信息

• Efficient and Benign One-Pot Conversion of <i>N</i>-Tosyl-1,4,5,6-tetrahydropyrimidines to Pyrimidines via Tandem <font>β</font>-Elimination and Aromatization
  作者：Tien Ha Trieu、Jing Dong、Xiao-Xin Shi、Xia Lu、Qiang Zhang

  DOI：10.1080/00397911.2013.764433

  日期：2013.12.2

  An efficient, mild, benign, and practical method for one-pot conversion of N-tosyl-1,4,5,6-tetrahydropyrimidines into pyrimidines is discussed in detail. In this method, N-tosyl-1,4,5,6-tetrahydropyrimidines are first prepared via N-tosylation of tetrahydropyrimidines with TsCl and then treated with 1.5 equivalents of NaOH in dimethylsulfoxide (DMSO) under air at 60 degrees C to afford corresponding pyrimidines in 70-95% yields via cascade -elimination and aromatization. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resources: Full experimental and spectral details.]