(2-methylquinazolin-4-yl)-4-methylbenzenesulfonate | 1363721-18-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2-methylquinazolin-4-yl)-4-methylbenzenesulfonate
• 英文别名: 2-Methylquinazolin-4-YL 4-methylbenzenesulfonate；(2-methylquinazolin-4-yl) 4-methylbenzenesulfonate
• CAS: 1363721-18-9
• 化学式: C₁₆H₁₄N₂O₃S
• 分子量: 314.365
• InChiKey: PBOVEPLFUGJICU-UHFFFAOYSA-N

物化性质

• 沸点：
  434.5±45.0 °C(Predicted)
• 密度：
  1.330±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  77.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2-methylquinazolin-4-yl)-4-methylbenzenesulfonate 、 N-甲基-P-氨基苯甲醚 以 二氯甲烷 、 异丙醇 为溶剂， 反应 1.0h， 以99%的产率得到(4-甲氧基苯基)(甲基)(2-甲基喹唑啉-4-基)胺
  参考文献：
  名称：

  Synthesis of Substituted Quinazolines: Application to the Synthesis of Verubulin

  摘要：

  Through newly adapted methodology, 2-methyl-3H-quinazolin-4-one was activated using a number of methods followed by displacement to afford 4-aminoquinazolines. The most useful of these processes utilize the p-toluenesulfonate ester or I-2/PPh3 activation. Using this methodology, the anticancer vascular targeting clinical candidate verubulin (1) was synthesized in a highly efficient manner.

  DOI：

  10.1080/00397911.2010.529730
• 作为产物：
  描述：

  2-甲基-4(3H)-喹唑酮 、 对甲苯磺酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到(2-methylquinazolin-4-yl)-4-methylbenzenesulfonate
  参考文献：
  名称：

  Synthesis of Substituted Quinazolines: Application to the Synthesis of Verubulin

  摘要：

  Through newly adapted methodology, 2-methyl-3H-quinazolin-4-one was activated using a number of methods followed by displacement to afford 4-aminoquinazolines. The most useful of these processes utilize the p-toluenesulfonate ester or I-2/PPh3 activation. Using this methodology, the anticancer vascular targeting clinical candidate verubulin (1) was synthesized in a highly efficient manner.

  DOI：

  10.1080/00397911.2010.529730

文献信息

• Synthesis of Substituted Quinazolines: Application to the Synthesis of Verubulin
  作者：Jeffrey W. Lockman、Yevgeniya Klimova、Mark B. Anderson、J. Adam Willardsen

  DOI：10.1080/00397911.2010.529730

  日期：2012.6.15

  Through newly adapted methodology, 2-methyl-3H-quinazolin-4-one was activated using a number of methods followed by displacement to afford 4-aminoquinazolines. The most useful of these processes utilize the p-toluenesulfonate ester or I-2/PPh3 activation. Using this methodology, the anticancer vascular targeting clinical candidate verubulin (1) was synthesized in a highly efficient manner.