1,1-bis(methylsulfanyl)-N-(1,3,4-thiadiazol-2-yl)methanimine | 190141-02-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,1-bis(methylsulfanyl)-N-(1,3,4-thiadiazol-2-yl)methanimine
• CAS: 190141-02-7
• 化学式: C₅H₇N₃S₃
• 分子量: 205.329
• InChiKey: GBEZTWPCZQUSGR-UHFFFAOYSA-N

物化性质

• 沸点：
  336.8±25.0 °C(Predicted)
• 密度：
  1.46±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  117
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  苯氧乙酰氯 、 1,1-bis(methylsulfanyl)-N-(1,3,4-thiadiazol-2-yl)methanimine 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以28%的产率得到7-methylsulfanyl-6-phenoxy-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
  参考文献：
  名称：

  Hetero-Diels-Alder reaction of some 1,3-diaza-1,3-butadienes with ketenes. Synthesis of functionalized pyrimido[1,2-b]-benzothiazoles and 1,3,4-thiadiazolo-[3,2-a]pyrimidines

  摘要：

  Reaction of 1,3-diaza-1,3-butadienes (1a-c) with various ketenes and chloroketenes results in the formation of substituted 4-oxo-pyrimido [2,1-b[benzothiazoles (4a-d) and 1,3,4-thiadiazolo[3,2- a]pyrimido-4-ones (4e,f). Reaction of 1,3-diaza-1,3-butadienes 1d,e with ketenes and chloroketenes leads to the 2-morpholine-substituted compounds 7 and 15, respectively. All reactions proceed via formation of [4 + 2] cycloadducts that eliminate methylthiol, methylsulfenyl chloride, or morpholine.

  DOI：

  10.1007/bf00807795
• 作为产物：
  描述：

  2-氨基-1,3,4-噻二唑 、 二硫化碳 、 碘甲烷 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以40%的产率得到1,1-bis(methylsulfanyl)-N-(1,3,4-thiadiazol-2-yl)methanimine
  参考文献：
  名称：

  Hetero-Diels-Alder reaction of some 1,3-diaza-1,3-butadienes with ketenes. Synthesis of functionalized pyrimido[1,2-b]-benzothiazoles and 1,3,4-thiadiazolo-[3,2-a]pyrimidines

  摘要：

  Reaction of 1,3-diaza-1,3-butadienes (1a-c) with various ketenes and chloroketenes results in the formation of substituted 4-oxo-pyrimido [2,1-b[benzothiazoles (4a-d) and 1,3,4-thiadiazolo[3,2- a]pyrimido-4-ones (4e,f). Reaction of 1,3-diaza-1,3-butadienes 1d,e with ketenes and chloroketenes leads to the 2-morpholine-substituted compounds 7 and 15, respectively. All reactions proceed via formation of [4 + 2] cycloadducts that eliminate methylthiol, methylsulfenyl chloride, or morpholine.

  DOI：

  10.1007/bf00807795

文献信息

• Hetero-Diels-Alder reaction of some 1,3-diaza-1,3-butadienes with ketenes. Synthesis of functionalized pyrimido[1,2-b]-benzothiazoles and 1,3,4-thiadiazolo-[3,2-a]pyrimidines
  作者：K. Bogdanowicz-Szwed、M. Krasodomska

  DOI：10.1007/bf00807795

  日期：1996.12

  Reaction of 1,3-diaza-1,3-butadienes (1a-c) with various ketenes and chloroketenes results in the formation of substituted 4-oxo-pyrimido [2,1-b[benzothiazoles (4a-d) and 1,3,4-thiadiazolo[3,2- a]pyrimido-4-ones (4e,f). Reaction of 1,3-diaza-1,3-butadienes 1d,e with ketenes and chloroketenes leads to the 2-morpholine-substituted compounds 7 and 15, respectively. All reactions proceed via formation of [4 + 2] cycloadducts that eliminate methylthiol, methylsulfenyl chloride, or morpholine.