1,2-苯并异噻唑正离子,4,5,6,7-四氢-2-苯基-,高氯酸盐 | 129481-31-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 1,2-苯并异噻唑正离子,4,5,6,7-四氢-2-苯基-,高氯酸盐
• 英文名称: 2-phenyl-4,5,6,7-tetrahydrobenzoisothiazoliumperchlorate
• 英文别名: 2-Phenyl-4,5,6,7-tetrahydro-1,2-benzothiazol-2-ium perchlorate；2-phenyl-4,5,6,7-tetrahydro-1,2-benzothiazol-2-ium;perchlorate
• CAS: 129481-31-8
• 化学式: C₁₃H₁₄NS*ClO₄
• 分子量: 315.777
• InChiKey: YFEBOOYTDRTGHL-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.85
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  1,2-苯并异噻唑正离子,4,5,6,7-四氢-2-苯基-,高氯酸盐 在 双氧水 、 溶剂黄146 作用下， 以47%的产率得到2-phenyl-4,5,6,7-tetrahydro-1,2-benzisothiazol-3(2H)-one 1,1-dioxide
  参考文献：
  名称：

  异噻唑鎓盐的氧化合成稳定的舒马酸氢过氧化物

  摘要：

  在本文中，报道了通过异噻唑鎓盐6a-e的氧化来首次合成稳定的3-氢过氧-杜鹃花3a-d以及相应的异噻唑-3（2H）-1，1-二氧化物8a-e。通过还原氢过氧化物3b-d获得3-羟基-杜马酚7b -d。

  DOI：

  10.1016/0040-4020(95)01037-8
• 作为产物：
  描述：

  2-thiocyanato-cyclohex-1-enecarbaldehyde 、 苯胺 在 高氯酸 作用下， 以 溶剂黄146 为溶剂， 以60%的产率得到1,2-苯并异噻唑正离子,4,5,6,7-四氢-2-苯基-,高氯酸盐
  参考文献：
  名称：

  Base-induced reactions of isothiazolium salts with active 5-methyl or 5-methylene groups

  摘要：

  It is shown that N-phenyl-substituted isothiazolium salts 2/3a-e with active 5-methyl or 5-methylene groups can easily be obtained by reaction of beta-thiocyanatovinylaldehydes 1 and substituted anilines. Based on a wide variety of isothiazolium salts accessible in that way, a study of their various reaction products, e.g. 1,6-diphenyl-substituted thiadiazapentalenes 4a-d, 5a-j and special spiro compounds 6, and the influence of donor and acceptor substituents becomes possible. The structure of the basic skeleton of the thiadiazapentalenes was confirmed by X-ray analysis and ab initio MO calculations. Some mechanistic aspects are supported by the MO results.

  DOI：

  10.1002/prac.19953370140
• 作为试剂：
  描述：

  2-(4-Bromo-phenyl)-4,5-dimethyl-isothiazol-2-ium; perchlorate 在 二环己胺 、 1,2-苯并异噻唑正离子,4,5,6,7-四氢-2-苯基-,高氯酸盐 作用下， 以 甲醇 、 二甲基亚砜 为溶剂， 反应 0.5h， 以40%的产率得到1-(4-bromophenyl)-3-methyl-9-phenyl-<4,5,6,7>-tetrahydrobenzothieno<3,2-b><6aλ⁴>thia<1,6>diazapentalene
  参考文献：
  名称：

  Base-induced reactions of isothiazolium salts with active 5-methyl or 5-methylene groups

  摘要：

  It is shown that N-phenyl-substituted isothiazolium salts 2/3a-e with active 5-methyl or 5-methylene groups can easily be obtained by reaction of beta-thiocyanatovinylaldehydes 1 and substituted anilines. Based on a wide variety of isothiazolium salts accessible in that way, a study of their various reaction products, e.g. 1,6-diphenyl-substituted thiadiazapentalenes 4a-d, 5a-j and special spiro compounds 6, and the influence of donor and acceptor substituents becomes possible. The structure of the basic skeleton of the thiadiazapentalenes was confirmed by X-ray analysis and ab initio MO calculations. Some mechanistic aspects are supported by the MO results.

  DOI：

  10.1002/prac.19953370140

文献信息

• Facile Synthesis of Novel N-Aryl-4,5,6,7-tetrahydro-benzosultams by Oxyfunctionalisation of Bicyclic Isothiazolium Salts*
  作者：Anja Siegemund、Christine Hartung、Alexander Eilfeld、Joachim Sieler、Bärbel Schulze

  DOI：10.1515/znb-2004-0416

  日期：2004.4.1

  3-Hydroxy- (17a - j) and 3-alkoxy-4,5,6,7-tetrahydro-benzosultams 18a-m were prepared in good yields by oxidation of the bicyclic isothiazolium salts 10 with magnesium monoperoxyphthalate (MMPP·6H₂O) in acetonitrile or corresponding alcohol. A HPLC-API-MS(MS) method was used to monitor the oxidation process of 10 with MMPP. 3-Oxo-4,5,6,7-tetrahydro-benzosultams 19a - c, h, j were also obtained.

  摘要 通过双环异噻唑盐 10 与单过氧邻苯二甲酸镁（MMPP-6H2O）在乙腈或相应的醇中的氧化反应，制备了 3-羟基（17a - j）和 3-烷氧基-4,5,6,7-四氢苯并呋喃 18a-m，收率良好。采用 HPLC-API-MS(MS) 方法监测 10 与 MMPP 的氧化过程。此外，还得到了 3-氧代-4,5,6,7-四氢-苯并舒坦 19a - c、h、j。
• Synthese von spirocyclischen Isothiazoliumsalzen und deren basenkatalysierte Umsetzung zu Thianthrenen
  作者：B. Schulze、Barbara Friedrich、Sven Wagner、Peter Fuhrmann

  DOI：10.1002/prac.19963380183

  日期：——

  N-Phenyl-substituted isothiazolium salts 1 with active 7-methylene group react under the influence of bases to the spirocyclic isothiazolium salts raccis- and rac-trans-4; the salts trans-4 are not stable and react to the thianthrene derivatives rac-trans-6. Thus, a very simple separation of diastereoisomeric salts rac-cis- and rac-trans-4 is possible. The influence of donor and acceptor substituents in the phenyl group of 1 on the diastereoselective synthesis of 4 and 6 was studied. The structure of rac-cis-4 and rac-trans-6 was confirmed by X-ray analysis.
• Noack, Antje; Roehlig, Ines; Schulze, Baerbel, Journal fur Praktische Chemie (Weinheim), 2000, vol. 342, # 7, p. 675 - 681
  作者：Noack, Antje、Roehlig, Ines、Schulze, Baerbel

  DOI：——

  日期：——
• Friedrich, Barbara; Fuchs, Annett; Schulze, Baerbel, Russian Journal of Organic Chemistry, <hi>1994</hi>, vol. 30, # 9, p. 1476 - 1480
  作者：Friedrich, Barbara、Fuchs, Annett、Schulze, Baerbel

  DOI：——

  日期：——