2-(4,5-ditosyl-1,3-thiazol-2-yl)triphenylphosphoranylideneacetonitrile | 1224885-73-7

• 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: 2-(4,5-ditosyl-1,3-thiazol-2-yl)triphenylphosphoranylideneacetonitrile
• 英文别名: 2-[(4,5-Ditosyl)-1,3-thiazol-2-yl]triphenylphosphor-anylideneacetonitrile；2-[4,5-bis-(4-methylphenyl)sulfonyl-1,3-thiazol-2-yl]-2-(triphenyl-λ5-phosphanylidene)acetonitrile
• CAS: 1224885-73-7
• 化学式: C₃₇H₂₉N₂O₄PS₃
• 分子量: 692.82
• InChiKey: YVLOYYNJLQFTFV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 重原子数：
  47
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  150
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(4,5-ditosyl-1,3-thiazol-2-yl)triphenylphosphoranylideneacetonitrile 在 溶剂黄146 、 三氯氧磷 作用下， 反应 0.25h， 以79%的产率得到2-(4,5-ditosyl-1,3-thiazol-2-yl)acetonitrile
  参考文献：
  名称：

  Biphilic properties of substituted triphenylphosphoranylideneacetonitriles bearing 4,5-Di(arylsulfonyl)-1,3-thiazol-2-yl fragments at the ylide center

  摘要：

  Phosphonium ylides stabilized by nitrile and 4,5-di(arylsulfonyl)-1,3-thiazol-2-yl fragments show biphilic reactivity. They react with aromatic aldehydes upon heating revealing a noticeable activity of ylide center and are condensed with typical nucleophiles at C(4) center of the thiazole ring with the elimination of arylsulfanyl group tinder mild conditions. New 1,3-thiazole derivatives were obtained whose structures were proved by chemical, special and X-ray structural investigations.

  DOI：

  10.1134/s107036320907010x
• 作为产物：
  描述：

  2,4,5-tris(p-tolylsulfonyl)-1,3-thiazole 、 (三苯基膦)乙腈 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以83%的产率得到2-(4,5-ditosyl-1,3-thiazol-2-yl)triphenylphosphoranylideneacetonitrile
  参考文献：
  名称：

  Biphilic properties of substituted triphenylphosphoranylideneacetonitriles bearing 4,5-Di(arylsulfonyl)-1,3-thiazol-2-yl fragments at the ylide center

  摘要：

  Phosphonium ylides stabilized by nitrile and 4,5-di(arylsulfonyl)-1,3-thiazol-2-yl fragments show biphilic reactivity. They react with aromatic aldehydes upon heating revealing a noticeable activity of ylide center and are condensed with typical nucleophiles at C(4) center of the thiazole ring with the elimination of arylsulfanyl group tinder mild conditions. New 1,3-thiazole derivatives were obtained whose structures were proved by chemical, special and X-ray structural investigations.

  DOI：

  10.1134/s107036320907010x