3-methyl-1-(p-tolyl)quinazoline-2,4(1H,3H)-dithione | 39602-11-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-methyl-1-(p-tolyl)quinazoline-2,4(1H,3H)-dithione
• 英文别名: 3-methyl-1-p-tolyl-1H-quinazoline-2,4-dithione；3-Methyl-1-(4-methylphenyl)quinazoline-2,4-dithione；3-methyl-1-(4-methylphenyl)quinazoline-2,4-dithione
• CAS: 39602-11-4
• 化学式: C₁₆H₁₄N₂S₂
• 分子量: 298.433
• InChiKey: LHBOETRNLYHEMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  20
• 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：
  70.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(4-甲基苯基)吲唑 在 正丁基锂 作用下， 以 四氢呋喃 、 环己烷 、 甲苯 为溶剂， 反应 27.0h， 生成 3-methyl-1-(p-tolyl)quinazoline-2,4(1H,3H)-dithione
  参考文献：
  名称：

  Syntheses of Acridines and Quinazoline-2,4(1H,3H)-dithiones by Rearrangements of N-Heterocyclic Carbenes of Indazole

  摘要：

  N-Heterocyclic carbenes of indazole which are arylated at N1 (1-aryl-indazol-3-ylidenes) have been generated by deprotonation of the corresponding indazolium salts. On deprotonation with potassium carbonate, potassium phosphate or tert-butanolate in dioxane or toluene at reflux temperature, a rearrangement to acridines took place. Deprotonation with n-butyllithium in THF at room temperature in the presence of carbon disulfide gave quinazoline-2,4(1H,3H)-dithiones by a new rearrangement reaction.

  DOI：

  10.3987/com-14-13082

文献信息

• Syntheses of Acridines and Quinazoline-2,4(1H,3H)-dithiones by Rearrangements of N-Heterocyclic Carbenes of Indazole
  作者：Andreas Schmidt、Zong Guan、Mimoza Gjikaj

  DOI：10.3987/com-14-13082

  日期：——

  N-Heterocyclic carbenes of indazole which are arylated at N1 (1-aryl-indazol-3-ylidenes) have been generated by deprotonation of the corresponding indazolium salts. On deprotonation with potassium carbonate, potassium phosphate or tert-butanolate in dioxane or toluene at reflux temperature, a rearrangement to acridines took place. Deprotonation with n-butyllithium in THF at room temperature in the presence of carbon disulfide gave quinazoline-2,4(1H,3H)-dithiones by a new rearrangement reaction.