2-[1-Methoxycarbonyl-meth-(Z)-ylidene]-6-nitro-2H-thiochromene-3-carboxylic acid methyl ester | 142144-61-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻喃类
• 英文名称: 2-[1-Methoxycarbonyl-meth-(Z)-ylidene]-6-nitro-2H-thiochromene-3-carboxylic acid methyl ester
• CAS: 142144-61-4
• 化学式: C₁₄H₁₁NO₆S
• 分子量: 321.31
• InChiKey: JHHJOFMHTGOMER-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.31
• 重原子数：
  22.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  95.74
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  2-[1-Methoxycarbonyl-meth-(Z)-ylidene]-6-nitro-2H-thiochromene-3-carboxylic acid methyl ester 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 生成 2-(Formyl-methoxycarbonyl-methylen)-2H-benzothiopyran-3-carbonsaeuremethylester
  参考文献：
  名称：

  Zur Synthese von 6-nitrosubstituierten 2H-Benzo[b]thiopyran-Derivaten aus 2-Mercapto-5-nitro-benzaldehyd

  摘要：

  Benzene derivatives useful as C3S-building blocks for the synthesis of 2H-benzo[b]thiopyrans are not easily available. The synthesis starting with 2-chloro-benzaldehyde via 2-chloro-5-nitro-benzaldehyde to 2-mercapto-5-nitro-benzaldehyde-tert-butylimin 1 b and its cyclisation to 2H-benzo[b]thiopyrans (2 a-h) and (3 a-d) is described. By reaction with acceptor substituted alkenes, e.g. acroleine or omega-nitrostyrene respectively 2-chloro-propenes, e.g. substituted beta-chloroacroleines or 2-chloro-propene-1,3-dicarboxylates the compounds 2 a-h and 3 a-d are obtained. Vilsmeier's reaction of the diester 3 d with DMF/POCl3 yields the formyl compound 4.

  DOI：

  10.1002/prac.19923340209
• 作为产物：
  描述：

  3-氯-2-戊二酸二甲酯 、 2-mercapto-5-nitrobenzaldehyde 在 三乙胺 作用下， 以 甲醇 为溶剂， 生成 2-[1-Methoxycarbonyl-meth-(Z)-ylidene]-6-nitro-2H-thiochromene-3-carboxylic acid methyl ester
  参考文献：
  名称：

  Zur Synthese von 6-nitrosubstituierten 2H-Benzo[b]thiopyran-Derivaten aus 2-Mercapto-5-nitro-benzaldehyd

  摘要：

  Benzene derivatives useful as C3S-building blocks for the synthesis of 2H-benzo[b]thiopyrans are not easily available. The synthesis starting with 2-chloro-benzaldehyde via 2-chloro-5-nitro-benzaldehyde to 2-mercapto-5-nitro-benzaldehyde-tert-butylimin 1 b and its cyclisation to 2H-benzo[b]thiopyrans (2 a-h) and (3 a-d) is described. By reaction with acceptor substituted alkenes, e.g. acroleine or omega-nitrostyrene respectively 2-chloro-propenes, e.g. substituted beta-chloroacroleines or 2-chloro-propene-1,3-dicarboxylates the compounds 2 a-h and 3 a-d are obtained. Vilsmeier's reaction of the diester 3 d with DMF/POCl3 yields the formyl compound 4.

  DOI：

  10.1002/prac.19923340209