3,6-Diamino-5-cyano-4-methyl-thieno[2,3-b]pyridine-2-carboxylic acid methyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩并吡啶类
• 英文名称: 3,6-Diamino-5-cyano-4-methyl-thieno[2,3-b]pyridine-2-carboxylic acid methyl ester
• 英文别名: 3,6-Diamino-5-cyano-4-methyl-2-methoxycarbonylthieno[2,3-b]pyridine；methyl 3,6-diamino-5-cyano-4-methylthieno[2,3-b]pyridine-2-carboxylate
• 化学式: C₁₁H₁₀N₄O₂S
• 分子量: 262.292
• InChiKey: ZRMDKVDONOVJNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  143
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (6-Amino-3,5-dicyano-4-methyl-pyridin-2-ylsulfanyl)-acetic acid methyl ester 在 氢氧化钾 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 3.0h， 以71%的产率得到3,6-Diamino-5-cyano-4-methyl-thieno[2,3-b]pyridine-2-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and alkylation ofN-methylmorpholinium 6-amino-3,5-dicyano-4-methylpyridine-2-thiolate

  摘要：

  The condensation of acetaldehyde with a twofold excess of cyanothioacetamide and N-methylmorpholine gives N-methylmorpholinium 6-amino-3,5-dicyano-4-methylpyridine-2-thiolate. This compound is also formed by recyclization of 2,6-diamino-3,5-dicyano-4-methyl-4H-thiopyran. From this pyridinethiolate, several substituted 2-alkylthiopyridines and 3,6-diamino-5-cyano-4-methyl-2-methoxycarbonylthieno[2,3-b]pyridine were obtained.

  DOI：

  10.1007/bf02503784

文献信息

• Synthesis and alkylation ofN-methylmorpholinium 6-amino-3,5-dicyano-4-methylpyridine-2-thiolate
  作者：V. D. Dyachenko、S. G. Krivokolysko、V. P. Litvinov

  DOI：10.1007/bf02503784

  日期：1997.11

  The condensation of acetaldehyde with a twofold excess of cyanothioacetamide and N-methylmorpholine gives N-methylmorpholinium 6-amino-3,5-dicyano-4-methylpyridine-2-thiolate. This compound is also formed by recyclization of 2,6-diamino-3,5-dicyano-4-methyl-4H-thiopyran. From this pyridinethiolate, several substituted 2-alkylthiopyridines and 3,6-diamino-5-cyano-4-methyl-2-methoxycarbonylthieno[2,3-b]pyridine were obtained.