4-Ethyl-5-methyl-2-phenyl-isothiazol-2-ium; perchlorate | 129481-43-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-Ethyl-5-methyl-2-phenyl-isothiazol-2-ium; perchlorate
• 英文别名: 4-Ethyl-5-methyl-2-phenyl-1,2-thiazol-2-ium perchlorate；4-ethyl-5-methyl-2-phenyl-1,2-thiazol-2-ium;perchlorate
• CAS: 129481-43-2
• 化学式: C₁₂H₁₄NS*ClO₄
• 分子量: 303.766
• InChiKey: VZEXHVWZSBCBHT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.86
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  106
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-Ethyl-5-methyl-2-phenyl-isothiazol-2-ium; perchlorate 在 sodium acetate 作用下， 以 甲醇 为溶剂， 以25%的产率得到3,7-Diethyl-2-methyl-4,5-diphenyl-thieno<3,2-b><6aλ⁴>thia<1,6>diazapentalen
  参考文献：
  名称：

  Thienoanellierte 6a?4-Thia-1,6-diazapentalene durch baseninduzierte Dimerisierung von 5-Methyl-isothiazoliumsalzen

  摘要：

  Isothiazolium salts 2 and 3 are easily available by reaction of (Z/E)-beta-thiocyanatovinyl aldehydes with primary aliphatic and aromatic amines in acetic acid or with aromatic amine hydrochlorides, respectively. Preparative advantages of this reaction are demonstrated and discussed. Reaction of 3 with secondary amines results in an unexpected formation of 6a-lambda-4-thia-1,6-diazapentalenes 5, a new typ of thiadiazapentalenes anellated with a heterocyclic ring system. The structure of 5 was evidenced by IR, UV, H-1-, C-13-n.m.r. spectral data and supported by elemental analysis. By means of N-15- and C-13-n.m.r. spectroscopy the synthesized thiadiazapentalenes were found to be stable towards protonation.

  DOI：

  10.1002/prac.19923340105
• 作为产物：
  描述：

  Z/E-α-Ethyl-β-thiocyanato-crotonaldehyd 、 苯胺 在 高氯酸 作用下， 以 溶剂黄146 为溶剂， 以40%的产率得到4-Ethyl-5-methyl-2-phenyl-isothiazol-2-ium; perchlorate
  参考文献：
  名称：

  Thienoanellierte 6a?4-Thia-1,6-diazapentalene durch baseninduzierte Dimerisierung von 5-Methyl-isothiazoliumsalzen

  摘要：

  Isothiazolium salts 2 and 3 are easily available by reaction of (Z/E)-beta-thiocyanatovinyl aldehydes with primary aliphatic and aromatic amines in acetic acid or with aromatic amine hydrochlorides, respectively. Preparative advantages of this reaction are demonstrated and discussed. Reaction of 3 with secondary amines results in an unexpected formation of 6a-lambda-4-thia-1,6-diazapentalenes 5, a new typ of thiadiazapentalenes anellated with a heterocyclic ring system. The structure of 5 was evidenced by IR, UV, H-1-, C-13-n.m.r. spectral data and supported by elemental analysis. By means of N-15- and C-13-n.m.r. spectroscopy the synthesized thiadiazapentalenes were found to be stable towards protonation.

  DOI：

  10.1002/prac.19923340105

文献信息

• Ring Transformations of 4,5- to the Isomeric 3,4-Disubstituted Isothiazolium Salts and their oxidation to 1,1-dioxides
  作者：Antje Noack、Svea Jelonek、Fernando B. Somoza、B�rbel Schulze

  DOI：10.1002/prac.19983400411

  日期：——

  4,5-Disubstituted N-phenyl-isothiazolium salts 1 with active 5-methyl group react under the influence of anilines to form 3,4-disubstituted isothiazolium salts 3. The influence of donor and acceptor substituents in the 2-phenyl group of 1a-h and in the anilines 2 on the ring transformation were studied. The structure of the new salts was confirmed by X-ray analysis. The 3-hydroperoxy-2,3-dihydro-isothiazole 1,1-dioxides (12a,d)and the isothiazole-3(2H) -one 1,1-dioxides (14a,d) are obtained by oxidation of salts 3 with H2O2.