(3-Cyano-4-methoxymethyl-6-methyl-pyridin-2-ylsulfanyl)-acetic acid ethyl ester

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: (3-Cyano-4-methoxymethyl-6-methyl-pyridin-2-ylsulfanyl)-acetic acid ethyl ester
• 英文别名: Ethyl {[3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanyl}acetate；ethyl 2-[3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanylacetate
• 化学式: C₁₃H₁₆N₂O₃S
• 分子量: 280.348
• InChiKey: WFXWWEWFECQCRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  97.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3-Cyano-4-methoxymethyl-6-methyl-pyridin-2-ylsulfanyl)-acetic acid ethyl ester 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以78%的产率得到Ethyl 3-amino-4-(methoxymethyl)-6-methylthieno[2,3-b]pyridine-2-carboxylate
  参考文献：
  名称：

  Electrochemical synthesis and studies of substituted 2-thiopyridines

  摘要：

  A series of substituted 2-alkyl(aryl-, hetaryl-)thiopyridines was prepared by cathodic electrolysis of thiols in the presence of 2-chloro-3-cyano-4-methoxymethyl-6-methylpyridine or 4-chloro-6-methyl-3-oxo-1 H-furo[3,4-c]pyridine. The reaction of 3-cyano-4-methoxymethyl-6-methyl-2(1H)-thiopyridone with alkyl halides in the presence of KOH is regioselective and leads to S-alkyl derivatives. The advantages of electrosynthesis for the preparation of 2-alkylthiopyridines fused with 2(5H)-furanone and of 3-aminothieno[2,3-b]pyridines is demonstrated.

  DOI：

  10.1007/bf00700178
• 作为产物：
  描述：

  2-chloro-3-cyano-4-methoxymethyl-6-methylpyridine 、 alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以91%的产率得到(3-Cyano-4-methoxymethyl-6-methyl-pyridin-2-ylsulfanyl)-acetic acid ethyl ester
  参考文献：
  名称：

  Electrochemical synthesis and studies of substituted 2-thiopyridines

  摘要：

  A series of substituted 2-alkyl(aryl-, hetaryl-)thiopyridines was prepared by cathodic electrolysis of thiols in the presence of 2-chloro-3-cyano-4-methoxymethyl-6-methylpyridine or 4-chloro-6-methyl-3-oxo-1 H-furo[3,4-c]pyridine. The reaction of 3-cyano-4-methoxymethyl-6-methyl-2(1H)-thiopyridone with alkyl halides in the presence of KOH is regioselective and leads to S-alkyl derivatives. The advantages of electrosynthesis for the preparation of 2-alkylthiopyridines fused with 2(5H)-furanone and of 3-aminothieno[2,3-b]pyridines is demonstrated.

  DOI：

  10.1007/bf00700178

文献信息

• Electrochemical synthesis and studies of substituted 2-thiopyridines
  作者：E. A. Kaigorodova、L. D. Konyushkin、M. E. Niyazymbetov、S. N. Kvak、V. N. Zaplishny、V. P. Litvinov

  DOI：10.1007/bf00700178

  日期：1994.12

  A series of substituted 2-alkyl(aryl-, hetaryl-)thiopyridines was prepared by cathodic electrolysis of thiols in the presence of 2-chloro-3-cyano-4-methoxymethyl-6-methylpyridine or 4-chloro-6-methyl-3-oxo-1 H-furo[3,4-c]pyridine. The reaction of 3-cyano-4-methoxymethyl-6-methyl-2(1H)-thiopyridone with alkyl halides in the presence of KOH is regioselective and leads to S-alkyl derivatives. The advantages of electrosynthesis for the preparation of 2-alkylthiopyridines fused with 2(5H)-furanone and of 3-aminothieno[2,3-b]pyridines is demonstrated.