Ethyl 4-(4-chlorophenyl)-5-cyano-6-iminothieno[2,3-b]thiopyran-2-carboxylate | 358366-94-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: Ethyl 4-(4-chlorophenyl)-5-cyano-6-iminothieno[2,3-b]thiopyran-2-carboxylate
• CAS: 358366-94-6
• 化学式: C₁₇H₁₁ClN₂O₂S₂
• 分子量: 374.872
• InChiKey: IGYCGKRPNJXSKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  氯乙酸乙酯 、 Ethyl 4-(4-chlorophenyl)-5-cyano-6-iminothieno[2,3-b]thiopyran-2-carboxylate 在 四丁基溴化铵 、 potassium carbonate 作用下， 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以80%的产率得到Diethyl 10-amino-8-(4-chlorophenyl)-2,4-dithia-12-azatricyclo[7.3.0.03,7]dodeca-1(12),3(7),5,8,10-pentaene-5,11-dicarboxylate
  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：

  2-[1-(4-Chlorophenyl)-3-oxopropylidene]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 4.5h， 生成 Ethyl 4-(4-chlorophenyl)-5-cyano-6-iminothieno[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