methyl 5-methoxy-4-chloroisothiazol-3-imidocarboxylate | 1137211-00-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: methyl 5-methoxy-4-chloroisothiazol-3-imidocarboxylate
• 英文别名: methyl 4-chloro-5-methoxy-1,2-thiazole-3-carboximidate
• CAS: 1137211-00-7
• 化学式: C₆H₇ClN₂O₂S
• 分子量: 206.653
• InChiKey: WRRBALXGKOSPGB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  83.4
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4,5-dichloro-1,2-thiazole-3-carbonitrile 、 sodium methylate 以 甲醇 为溶剂， 生成 5-methoxy-4-chloro-3-cyanoisothiazole 、 methyl 5-methoxy-4-chloroisothiazol-3-imidocarboxylate
  参考文献：
  名称：

  Synthesis of 4,5-dichloro-3-cyanoisothiazole and its functional derivatives

  摘要：

  By treating with phosphorus pentoxide the 4,5-dichloroisothiazole-3-carboxamide 4,5-dichloro-3-cyanoisothiazole was synthesized whose reactions with piperidine, phenyl- and benzylthiols occurred with replacement of the chlorine atom in the position 5 by the residue of the corresponding nucleophile. Reactions with sodium thiobytylate and also with sodium methylate in methanol led to the formation both of the products of chlorine substitution by BuS or MeO groups respectively and of addition products of methanol to the cyano group. The reaction of butanethiol with cyanoisothiazole in 2-propanol in the presence of sodium 2-propylate was more selective and resulted in the replacement of the chlorine atom in the position 5 by the residue of the butanethiol.

  DOI：

  10.1134/s1070428008070154