2-methylthio-5-methyl-3-thiophenecarboxylic acid amide | 146304-93-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: 2-methylthio-5-methyl-3-thiophenecarboxylic acid amide
• 英文别名: 5-Methyl-2-methylthiothiophene-3-carboxamide；5-methyl-2-methylsulfanylthiophene-3-carboxamide
• CAS: 146304-93-0
• 化学式: C₇H₉NOS₂
• 分子量: 187.287
• InChiKey: HPTBJLWRIYJAMO-UHFFFAOYSA-N

物化性质

• 沸点：
  289.0±40.0 °C(Predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  96.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-methylthio-5-methyl-3-thiophenecarboxylic acid amide 以 甲苯 为溶剂， 反应 22.0h， 生成 2-methylthio-5-methyl-3-thiophenecarboxylic acid nitrile
  参考文献：
  名称：

  Synthesis of 3-thienyl-substituted isothiazolines-2 and 1,2,4-thiadiazoles based on nitrile sulfides of the thiophene series

  摘要：

  The reaction of substituted alpha- and beta-thienylcarboxamides with chlorocarbonylsulfenyl chloride gave 5-thienyl-substituted 1,3,4-oxathiazol-2-ones. Decarboxylation of the latter by heating in o-dichlorobenzene generated in situ alpha- and beta-thienylnitrile sulfides, which in the presence of dipolarophiles [dimethyl fumarate, N-phenylmaleinimide, chloro(trichloro)acetonitrile] give the corresponding 3-thienyl-substituted DELTA2-isothiazolines and 5-chloromethyl(trichloromethyl)-1,2,4-thiadiazoles.

  DOI：

  10.1007/bf00864350
• 作为产物：
  描述：

  5-Methyl-2-methylsulfanyl-thiophene-3-carbonyl chloride 在 氨 作用下， 以 苯 为溶剂， 反应 1.0h， 生成 2-methylthio-5-methyl-3-thiophenecarboxylic acid amide
  参考文献：
  名称：

  Synthesis of 3-thienyl-substituted isothiazolines-2 and 1,2,4-thiadiazoles based on nitrile sulfides of the thiophene series

  摘要：

  The reaction of substituted alpha- and beta-thienylcarboxamides with chlorocarbonylsulfenyl chloride gave 5-thienyl-substituted 1,3,4-oxathiazol-2-ones. Decarboxylation of the latter by heating in o-dichlorobenzene generated in situ alpha- and beta-thienylnitrile sulfides, which in the presence of dipolarophiles [dimethyl fumarate, N-phenylmaleinimide, chloro(trichloro)acetonitrile] give the corresponding 3-thienyl-substituted DELTA2-isothiazolines and 5-chloromethyl(trichloromethyl)-1,2,4-thiadiazoles.

  DOI：

  10.1007/bf00864350

文献信息

• Synthesis of 3-thienyl-substituted isothiazolines-2 and 1,2,4-thiadiazoles based on nitrile sulfides of the thiophene series
  作者：M. M. Krayushkin、M. A. Kalik、A. Ya. Kudryavtseva

  DOI：10.1007/bf00864350

  日期：1992.8

  The reaction of substituted alpha- and beta-thienylcarboxamides with chlorocarbonylsulfenyl chloride gave 5-thienyl-substituted 1,3,4-oxathiazol-2-ones. Decarboxylation of the latter by heating in o-dichlorobenzene generated in situ alpha- and beta-thienylnitrile sulfides, which in the presence of dipolarophiles [dimethyl fumarate, N-phenylmaleinimide, chloro(trichloro)acetonitrile] give the corresponding 3-thienyl-substituted DELTA2-isothiazolines and 5-chloromethyl(trichloromethyl)-1,2,4-thiadiazoles.