(3-cyano-6-methyl-4-methoxymethyl-2-pyridylthio)acetic acid | 170885-42-4

• 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-6-methyl-4-methoxymethyl-2-pyridylthio)acetic acid
• 英文别名: Acetic acid, 2-[[3-cyano-4-(methoxymethyl)-6-methyl-2-pyridinyl]thio]-；2-[3-cyano-4-(methoxymethyl)-6-methylpyridin-2-yl]sulfanylacetic acid
• CAS: 170885-42-4
• 化学式: C₁₁H₁₂N₂O₃S
• mdl: MFCD00473875
• 分子量: 252.294
• InChiKey: MJLLTDZSIPEIAO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  109
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3-cyano-6-methyl-4-methoxymethyl-2-pyridylthio)acetic acid 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以63%的产率得到3-Amino-4-methoxymethyl-6-methyl-thieno[2,3-b]pyridine-2-carboxylic acid
  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95%的产率得到(3-cyano-6-methyl-4-methoxymethyl-2-pyridylthio)acetic acid
  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

• Synthesis of substituted benzoxazinylthieno[2,3-b]pyridines by the reaction of (3-cyanopyridin-2-ylthio)acetic acids or their amides with o-aminophenyl(diphenyl)carbinol
  作者：E. A. Kaigorodova、L. D. Konyushkin、A. A. Osipova、E. A. Gavrilova、E. V. Gromachevskaya、G. D. Krapivin

  DOI：10.1007/s11172-005-0208-5

  日期：2004.12

  A general method for the synthesis of 3-amino-2-(4,4-diphenyl-4H-3,1-benzoxazin-2-yl)thieno[2,3-b]pyridines was proposed. The method involves reactions of (3-cyanopyridin-2-ylthio)acetic acids or their amides with o-aminophenyl(diphenyl)carbinol in nitromethane in the presence of perchloric acid followed by neutralization of the resulting salts.

  提出了一种合成 3-氨基-2-(4,4-二苯基-4H-3,1-苯并恶嗪-2-基)噻吩并[2,3-b]吡啶的通用方法。该方法包括（3-氰基吡啶-2-基硫基）乙酸或其酰胺与邻氨基苯基（二苯基）甲醇在高氯酸存在下在硝基甲烷中的反应，然后中和所得盐。
• 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.