N-ethyl-2-ethylsulfanyl-1-methylsulfanyl-2-propen-1-imine

• 分子结构分类: 有机化合物 - 有机硫化合物 - 亚氨硫酯类
• 英文名称: N-ethyl-2-ethylsulfanyl-1-methylsulfanyl-2-propen-1-imine
• 英文别名: methyl N-ethyl-2-ethylsulfanylprop-2-enimidothioate
• 化学式: C₈H₁₅NS₂
• 分子量: 189.346
• InChiKey: CALDZSOYNDBEGU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  63
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异硫氰酸乙酯 、 碘甲烷 、 乙基乙烯基硫醚 在 正丁基锂 、 potassium tert-butylate 作用下， 以 四氢呋喃 、 正己烷 、 乙醚 为溶剂， 反应 0.17h， 以99.5%的产率得到N-ethyl-2-ethylsulfanyl-1-methylsulfanyl-2-propen-1-imine
  参考文献：
  名称：

  Reactions of Heterocumulenes with Organometallic Reagents: VIII. Reactions of Carbanions Derived from Alkoxy- and Alkylsulfanylethenes with Isothiocyanates-A Convenient Route to 2-Propenethioamides, 1-Methylsulfanyl-2-propen-1-imines, and Benzothiazoles

  摘要：

  Metalated alkoxy- and alkylsulfanylethenes readily add to isothiocyanates; the subsequent hydrolysis or alkylation of the adducts leads to formation of 2-propenethioamides or 1-methylsulfanyl-2- propen-1-imines (as mixtures of syn and anti isomers) in 74-100% yield. The reaction of metalated alkoxyethenes with 2-fluorophenyl isothiocyanate opens the way to new benzothiazole derivatives. Hydrolysis of the latter provides a simple method for the preparation of 2-benzothiazolyl ketones.

  DOI：

  10.1023/b:rujo.0000034907.84291.94

文献信息

• Reactions of Heterocumulenes with Organometallic Reagents: VIII. Reactions of Carbanions Derived from Alkoxy- and Alkylsulfanylethenes with Isothiocyanates-A Convenient Route to 2-Propenethioamides, 1-Methylsulfanyl-2-propen-1-imines, and Benzothiazoles
  作者：N. A. Nedolya、N. I. Shlyakhtina、G. I. Sarapulova、L. Brandsma

  DOI：10.1023/b:rujo.0000034907.84291.94

  日期：2004.1

  Metalated alkoxy- and alkylsulfanylethenes readily add to isothiocyanates; the subsequent hydrolysis or alkylation of the adducts leads to formation of 2-propenethioamides or 1-methylsulfanyl-2- propen-1-imines (as mixtures of syn and anti isomers) in 74-100% yield. The reaction of metalated alkoxyethenes with 2-fluorophenyl isothiocyanate opens the way to new benzothiazole derivatives. Hydrolysis of the latter provides a simple method for the preparation of 2-benzothiazolyl ketones.