2-[1-(4-Chlorophenyl)-3-oxo-3-phenylpropylidene]propanedinitrile | 358366-81-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2-[1-(4-Chlorophenyl)-3-oxo-3-phenylpropylidene]propanedinitrile
• CAS: 358366-81-1
• 化学式: C₁₈H₁₁ClN₂O
• 分子量: 306.751
• InChiKey: UAFXRKJAIOGGSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  64.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[1-(4-Chlorophenyl)-3-oxo-3-phenylpropylidene]propanedinitrile 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 生成 Ethyl 4-(4-chlorophenyl)-5-cyano-6-imino-3-phenylthieno[2,3-b]thiopyran-2-carboxylate
  参考文献：
  名称：

  SYNTHETIC STUDIES ON THE SYNTHESIS OF PYRIDINE, α-PYRAN, α-THIOPYRAN, AND THIENOTHIOPYRANOPYRROL DERIVATIVES USING PTC TECHNIQUE

  摘要：

  The reaction of p-chlorophenylmethylenemalononitrile 1 with some reactive halo compounds under phase-transfer catalysis conditions (PTC) afforded the corresponding alkylated or cyclized products 2-9 Thienothiopyranopyrrol 12(a-c) were synthesized from the reaction of compound 1 or 4 with CS2 and ethyl chloroacetate in 1:1:2 molar ratio via the formation of the intermediates thiopyrans 10(a-c) and theinothiopyrans 11(a-c). Also, compound 1 or 4 reacted with phenylisocyanate or phenylisothiocyanate to give a-pyran, alpha -thiopyran pyridinone, and pyridine-2-thione derivatives 13-16, respectively. The sequence of the reactions was studied.

  DOI：

  10.1081/scc-100000573
• 作为产物：
  描述：

  4-氯苄亚基丙二腈 、 2-溴苯乙酮 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 水 、 苯 为溶剂， 反应 4.0h， 以52%的产率得到2-[1-(4-Chlorophenyl)-3-oxo-3-phenylpropylidene]propanedinitrile
  参考文献：
  名称：

  SYNTHETIC STUDIES ON THE SYNTHESIS OF PYRIDINE, α-PYRAN, α-THIOPYRAN, AND THIENOTHIOPYRANOPYRROL DERIVATIVES USING PTC TECHNIQUE

  摘要：

  The reaction of p-chlorophenylmethylenemalononitrile 1 with some reactive halo compounds under phase-transfer catalysis conditions (PTC) afforded the corresponding alkylated or cyclized products 2-9 Thienothiopyranopyrrol 12(a-c) were synthesized from the reaction of compound 1 or 4 with CS2 and ethyl chloroacetate in 1:1:2 molar ratio via the formation of the intermediates thiopyrans 10(a-c) and theinothiopyrans 11(a-c). Also, compound 1 or 4 reacted with phenylisocyanate or phenylisothiocyanate to give a-pyran, alpha -thiopyran pyridinone, and pyridine-2-thione derivatives 13-16, respectively. The sequence of the reactions was studied.

  DOI：

  10.1081/scc-100000573

文献信息

• SYNTHETIC STUDIES ON THE SYNTHESIS OF PYRIDINE, α-PYRAN, α-THIOPYRAN, AND THIENOTHIOPYRANOPYRROL DERIVATIVES USING PTC TECHNIQUE
  作者：A. Khodairy、A. M. El-Sayed

  DOI：10.1081/scc-100000573

  日期：2001.1

  The reaction of p-chlorophenylmethylenemalononitrile 1 with some reactive halo compounds under phase-transfer catalysis conditions (PTC) afforded the corresponding alkylated or cyclized products 2-9 Thienothiopyranopyrrol 12(a-c) were synthesized from the reaction of compound 1 or 4 with CS2 and ethyl chloroacetate in 1:1:2 molar ratio via the formation of the intermediates thiopyrans 10(a-c) and theinothiopyrans 11(a-c). Also, compound 1 or 4 reacted with phenylisocyanate or phenylisothiocyanate to give a-pyran, alpha -thiopyran pyridinone, and pyridine-2-thione derivatives 13-16, respectively. The sequence of the reactions was studied.