3-(4-methylphenacyl)-4-methylthiazolium chloride | 142941-96-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(4-methylphenacyl)-4-methylthiazolium chloride
• 英文别名: 4-Methyl-3-[2-(4-methylphenyl)-2-oxoethyl]-1,3-thiazol-3-ium chloride；1-(4-methylphenyl)-2-(4-methyl-1,3-thiazol-3-ium-3-yl)ethanone;chloride
• CAS: 142941-96-6
• 化学式: C₁₃H₁₄NOS*Cl
• 分子量: 267.779
• InChiKey: ZMGAEJKCTLODTB-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.46
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  49.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(4-methylphenacyl)-4-methylthiazolium chloride 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 16.0h， 以74%的产率得到2-hydroxy-4-formyl-2-(4-methylphenyl)-5-methyl-2,3-dihydro-1,4-thiazine
  参考文献：
  名称：

  Aqueous base induced selective transformations of 3-(2-oxoalkyl) thiazolium cations

  摘要：

  The title compounds react with aqueous sodium hydroxide (i) 2%, 1 equiv., (ii) 2%, 2 equiv., and (iii) 8%, 2 equiv., to give 2-hydroxy-2-alkyl/aryl-4-formyl-2, 3-dihydro- 1, 4-thiazines (7), 2-alkyl/aryl-4-formyl-1, 4-thiazines (8) and 2-aroylthiazoles (9), respectively. 7 and 8 with 8% aqueous sodium hydroxide form 9, but 7 with 2% aqueous sodium hydroxide or TFA give 8.

  DOI：

  10.1016/s0040-4020(01)81227-8
• 作为产物：
  描述：

  4-甲基噻唑 、 对甲基-2-氯乙酰苯 反应 10.0h， 以90%的产率得到3-(4-methylphenacyl)-4-methylthiazolium chloride
  参考文献：
  名称：

  Aqueous base induced selective transformations of 3-(2-oxoalkyl) thiazolium cations

  摘要：

  The title compounds react with aqueous sodium hydroxide (i) 2%, 1 equiv., (ii) 2%, 2 equiv., and (iii) 8%, 2 equiv., to give 2-hydroxy-2-alkyl/aryl-4-formyl-2, 3-dihydro- 1, 4-thiazines (7), 2-alkyl/aryl-4-formyl-1, 4-thiazines (8) and 2-aroylthiazoles (9), respectively. 7 and 8 with 8% aqueous sodium hydroxide form 9, but 7 with 2% aqueous sodium hydroxide or TFA give 8.

  DOI：

  10.1016/s0040-4020(01)81227-8

文献信息

• Aqueous base induced selective transformations of 3-(2-oxoalkyl) thiazolium cations
  作者：Harjit Singh、Daman jit Singh、Subodh Kumar

  DOI：10.1016/s0040-4020(01)81227-8

  日期：1992.1

  The title compounds react with aqueous sodium hydroxide (i) 2%, 1 equiv., (ii) 2%, 2 equiv., and (iii) 8%, 2 equiv., to give 2-hydroxy-2-alkyl/aryl-4-formyl-2, 3-dihydro- 1, 4-thiazines (7), 2-alkyl/aryl-4-formyl-1, 4-thiazines (8) and 2-aroylthiazoles (9), respectively. 7 and 8 with 8% aqueous sodium hydroxide form 9, but 7 with 2% aqueous sodium hydroxide or TFA give 8.