N-{2-[Cyano-(triphenyl-λ⁵-phosphanylidene)-methyl]-4-phenyl-thiazol-5-yl}-4-methyl-benzamide | 442513-27-1

• 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: N-{2-[Cyano-(triphenyl-λ⁵-phosphanylidene)-methyl]-4-phenyl-thiazol-5-yl}-4-methyl-benzamide
• 英文别名: N-[2-[cyano-(triphenyl-λ5-phosphanylidene)methyl]-4-phenyl-1,3-thiazol-5-yl]-4-methylbenzamide
• CAS: 442513-27-1
• 化学式: C₃₇H₂₈N₃OPS
• 分子量: 593.689
• InChiKey: NZEVAJYCNGORSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  94
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-{2-[Cyano-(triphenyl-λ⁵-phosphanylidene)-methyl]-4-phenyl-thiazol-5-yl}-4-methyl-benzamide 在 乙酰氯 作用下， 以 溶剂黄146 为溶剂， 反应 0.33h， 以86%的产率得到N-(2-Cyanomethyl-4-phenyl-thiazol-5-yl)-4-methyl-benzamide
  参考文献：
  名称：

  摘要：

  Available ylide reagent Ph3P=C(CN)C(S)NH2 readily enters cyclocondensation with N-(chloro-phenacyl)benzamide and its analogs. By this route were prepared new stabilized phosphonium ylides containing cyano group and the corresponding 5-acylamino-4-phenyl-2-thiazolyl fragment. All these compounds even under standard conditions are dephosphorylated under the action of hydrogen chloride in acetic acid to form 5-acylamino-4-phenyl-2-cyanomethylthiazoles in high yields. Their structure was proved by spectroscopic studies and independent synthesis.

  DOI：

  10.1023/a:1013986223340
• 作为产物：
  描述：

  (cyano)thiocarbamoylmethylenotriphenylphosphorane 、 N-(1-chloro-2-oxo-2-phenylethyl)-4-methylbenzamide 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以69%的产率得到N-{2-[Cyano-(triphenyl-λ⁵-phosphanylidene)-methyl]-4-phenyl-thiazol-5-yl}-4-methyl-benzamide
  参考文献：
  名称：

  摘要：

  Available ylide reagent Ph3P=C(CN)C(S)NH2 readily enters cyclocondensation with N-(chloro-phenacyl)benzamide and its analogs. By this route were prepared new stabilized phosphonium ylides containing cyano group and the corresponding 5-acylamino-4-phenyl-2-thiazolyl fragment. All these compounds even under standard conditions are dephosphorylated under the action of hydrogen chloride in acetic acid to form 5-acylamino-4-phenyl-2-cyanomethylthiazoles in high yields. Their structure was proved by spectroscopic studies and independent synthesis.

  DOI：

  10.1023/a:1013986223340