3-methyl-1-(6-methylbenzo[d]thiazol-2-yl)butan-1-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 3-methyl-1-(6-methylbenzo[d]thiazol-2-yl)butan-1-one
• 英文别名: 3-Methyl-1-(6-methyl-1,3-benzothiazol-2-yl)butan-1-one；3-methyl-1-(6-methyl-1,3-benzothiazol-2-yl)butan-1-one
• 化学式: C₁₃H₁₅NOS
• 分子量: 233.334
• InChiKey: ALCPSJRPCLFAQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-甲基-苯并噻唑 、 phosphonic acid bis-(3-methyl-butyl) ester 在 叔丁基过氧化氢 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以76%的产率得到3-methyl-1-(6-methylbenzo[d]thiazol-2-yl)butan-1-one
  参考文献：
  名称：

  Peroxides as “Switches” of Dialkyl H-Phosphonate: Two Mild and Metal-Free Methods for Preparation of 2-Acylbenzothiazoles and Dialkyl Benzothiazol-2-ylphosphonates

  摘要：

  Two mild and metal-free methods for the preparation of two kinds of important benzothiazole derivatives, 2-acylbenzothiazoles and dialkyl benzothiazol-2-ylphosphonates, respectively, were developed. The diallcyl H-phosphonate (RO)(2)P(O)H exists in equilibrium with its tautomer dialkyl phosphite (RO)(2)POH. TBHP triggered alpha-carbon-centered phosphite radical formation, whereas DTBP triggered phosphorus-centered phosphonate radical formation. The two types of radicals led respectively to two different reaction processes, the direct C-2-acylation of benzothiazoles and C-2-phosphonation of benzothiazoles.

  DOI：

  10.1021/jo501791n