dimethyl 2-(benzenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate | 406225-30-7

• 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: dimethyl 2-(benzenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate
• 英文别名: dimethyl 2-(benzenesulfonamido)-3-(triphenyl-λ5-phosphanylidene)butanedioate
• CAS: 406225-30-7
• 化学式: C₃₀H₂₈NO₆PS
• 分子量: 561.595
• InChiKey: QJFPTUAAJIPWRV-UHFFFAOYSA-N

物化性质

• 熔点：
  150-153 °C
• 沸点：
  707.0±70.0 °C(Predicted)
• 密度：
  1.33±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.85
• 重原子数：
  39.0
• 可旋转键数：
  9.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  98.77
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  草酰氯单乙酯 、 dimethyl 2-(benzenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 dimethyl 1-benzenesulfonyl-4-ethoxy-5-oxo-2,5-dihydro-1H-pyrrole-2,3-dicarboxylate
  参考文献：
  名称：

  Facile synthesis of N-(arylsulfonyl)-4-ethoxy-5-oxo-2,5-dihydro-1H-pyrolle-2,3-dicarboxylates by one-pot three-component reaction

  摘要：

  Three-component reaction of arylsulfonamides, dialkyl acetylenedicarboxylates, and ethyl chlorooxoacetate promoted by triphenylphosphine and triethylamine provides a sufficient route for the synthesis of dialkyl N-(arylsulfonyl)-4-ethoxy-5-oxo-2,5-dihydro-1H-pyrolle-2,3-dicarboxylates in good yields. (C) 2011 Hossein Anaraki-Ardakani. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2011.09.010
• 作为产物：
  描述：

  苯磺酰胺 、 丁炔二酸二甲酯 、 三苯基膦 以 二氯甲烷 为溶剂， 反应 0.05h， 生成 dimethyl 2-(benzenesulfonamido)-3-(triphenylphosphoranylidene)butanedioate
  参考文献：
  名称：

  Facile synthesis of N-(arylsulfonyl)-4-ethoxy-5-oxo-2,5-dihydro-1H-pyrolle-2,3-dicarboxylates by one-pot three-component reaction

  摘要：

  Three-component reaction of arylsulfonamides, dialkyl acetylenedicarboxylates, and ethyl chlorooxoacetate promoted by triphenylphosphine and triethylamine provides a sufficient route for the synthesis of dialkyl N-(arylsulfonyl)-4-ethoxy-5-oxo-2,5-dihydro-1H-pyrolle-2,3-dicarboxylates in good yields. (C) 2011 Hossein Anaraki-Ardakani. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.

  DOI：

  10.1016/j.cclet.2011.09.010

文献信息

• An Easy One-Pot Procedure for the Synthesis of N-Sulfonyl Phosphorous Ylides and Sulfonyl Iminophosphoranes
  作者：Ahmad Shaabani、Abbas Rahmati、Soheila Naderi

  DOI：10.1007/s00706-007-0640-3

  日期：2007.6

  Reaction of triphenylphosphine and an electron deficient acetylenic ester in the presence of strong N-H acid such as alkyl and aryl sulfamides or acetamide produces phosphorous ylides at room temperature in CH2Cl2. The aryl sulfamide phosphoranes undergo a smooth transformation reaction in boiling toluene and produce iminophosphoranes.
• SYNTHESIS OF SULFUR-CONTAINING ARYLIMINOPHOSPHORANES
  作者：Issa Yavari、Nader Zabarjad-Shiraz、Hamid R. Bijanzadeh

  DOI：10.1080/10426500490463556

  日期：2004.7.1

  Stabilized phosphoranes, obtained, from the three-component reaction between. dialkyl acetylenedicarboxylates and arylsalfonamides in the presence of triplienylphosphine, undergo a smooth intramolecular reaction in boiling toluene to produce sulfur-containing iminophosphoranes in excellent yields.