N-(2,4-dihydroxyphenylthio)phthalimide | 160855-16-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: N-(2,4-dihydroxyphenylthio)phthalimide
• 英文别名: 2-[(2,4-dihydroxyphenyl)sulfanyl]-1H-isoindole-1,3(2H)-dione；2-(2,4-dihydroxyphenyl)sulfanylisoindole-1,3-dione
• CAS: 160855-16-3
• 化学式: C₁₄H₉NO₄S
• 分子量: 287.296
• InChiKey: SSLQFKOTMRPYPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙烯基乙醚 、 N-(2,4-dihydroxyphenylthio)phthalimide 在 吡啶 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 90.0h， 以80%的产率得到2-ethoxy-2,3-dihydro-1,4-benzoxathiin-7-ol
  参考文献：
  名称：

  Phthalimidesulfenyl chloride part 8. Reaction with activated arenes: the first example of ortho-thioquinones generation

  摘要：

  Phthalimidesulfenyl chloride 1 reacts with activated arenes 2a-g, to give monosubstituted derivatives 3a-g. Hydroxysulfenyl compounds 3a-d have been used as suitable source of alpha-oxothiones (ortho-thioquinones) 4a-d, which act as heterodienes in 4+2 cycloaddition reactions.

  DOI：

  10.1016/s0040-4039(00)78568-6
• 作为产物：
  描述：

  phthalimidesulfenyl chloride 、 间苯二酚 以 氯仿 为溶剂， 反应 2.0h， 以92%的产率得到N-(2,4-dihydroxyphenylthio)phthalimide
  参考文献：
  名称：

  Phthalimidesulfenyl chloride part 8. Reaction with activated arenes: the first example of ortho-thioquinones generation

  摘要：

  Phthalimidesulfenyl chloride 1 reacts with activated arenes 2a-g, to give monosubstituted derivatives 3a-g. Hydroxysulfenyl compounds 3a-d have been used as suitable source of alpha-oxothiones (ortho-thioquinones) 4a-d, which act as heterodienes in 4+2 cycloaddition reactions.

  DOI：

  10.1016/s0040-4039(00)78568-6

文献信息

• Phthalimidesulfenyl chloride part 8. Reaction with activated arenes: the first example of ortho-thioquinones generation
  作者：Giuseppe Capozzi、Stefano Menichetti、Cristina Nativi、Maria Cristina Simonti

  DOI：10.1016/s0040-4039(00)78568-6

  日期：1994.12

  Phthalimidesulfenyl chloride 1 reacts with activated arenes 2a-g, to give monosubstituted derivatives 3a-g. Hydroxysulfenyl compounds 3a-d have been used as suitable source of alpha-oxothiones (ortho-thioquinones) 4a-d, which act as heterodienes in 4+2 cycloaddition reactions.
• A novel stereo- and regio-controlled synthesis of 2-deoxy-α-O-aryl glucosides
  作者：Giuseppe Capozzi、Chiara Falciani、Stefano Menichetti、Cristina Nativi、Richard W. Franck

  DOI：10.1016/00404-0399(50)1333-d

  日期：1995.9
• Phthalimidesulfenyl Chloride.¹ 11. Generation, General Reactivity, and Synthetic Applications of <i>o</i>-Thioquinones
  作者：G. Capozzi、C. Falciani、S. Menichetti、C. Nativi

  DOI：10.1021/jo962014m

  日期：1997.4.1
• Capozzi, Giuseppe; Falciani, Chiara; Menichetti, Stefano, Gazzetta chimica Italiana, 1996, vol. 126, # 4, p. 227 - 232
  作者：Capozzi, Giuseppe、Falciani, Chiara、Menichetti, Stefano、Nativi, Cristina

  DOI：——

  日期：——