4-(3-amino-4,6-dimethylthieno[2,3-b]pyridin-2-yl)-6-chloro-7-hydroxy-2H-chromen-2-one | 1203036-21-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 4-(3-amino-4,6-dimethylthieno[2,3-b]pyridin-2-yl)-6-chloro-7-hydroxy-2H-chromen-2-one
• 英文别名: 4-(3-amino-4,6-dimethylthieno[2,3-b]pyridin-2-yl)-6-chloro-7-hydroxychromen-2-one
• CAS: 1203036-21-8
• 化学式: C₁₈H₁₃ClN₂O₃S
• 分子量: 372.832
• InChiKey: PQUDMONMGVJUMP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  25
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2,5-二甲氧基四氢呋喃 、 4-(3-amino-4,6-dimethylthieno[2,3-b]pyridin-2-yl)-6-chloro-7-hydroxy-2H-chromen-2-one 在 溶剂黄146 作用下， 以57%的产率得到6-chloro-4-[4,6-dimethyl-3-(1H-pyrrol-1-yl)thieno[2,3-b]pyridin-2-yl]-7-hydroxy-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis and properties of 4-(3-aminothieno-[2,3-b]pyridin-2-yl)coumarins

  摘要：

  Substituted 4-[(3-cyanopyridin-2-yl)thiomethyl]coumarins have been synthesized by the alkylation of 2-mercapto-4,6-dimethylnicotinonitrile with 4-chloromethylcoumarins. Substituted 4-(3-amino-thieno[2,3-b]pyridin-2-yl)coumarins have been obtained by a subsequent intramolecular condensation of the methylene and cyano groups. 6H-Chromeno[4,3-d]thieno[3,2-b:5,4-b']dipyridin-6-ones were isolated as a result of the interaction of these compounds with aldehydes, and their aminomethyl derivatives were synthesized.

  DOI：

  10.1007/s10593-012-1083-2
• 作为产物：
  描述：

  4-氯间苯二酚 在 硫酸 、 potassium carbonate 、 三乙胺 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 生成 4-(3-amino-4,6-dimethylthieno[2,3-b]pyridin-2-yl)-6-chloro-7-hydroxy-2H-chromen-2-one
  参考文献：
  名称：

  Synthesis and properties of 4-(3-aminothieno-[2,3-b]pyridin-2-yl)coumarins

  摘要：

  Substituted 4-[(3-cyanopyridin-2-yl)thiomethyl]coumarins have been synthesized by the alkylation of 2-mercapto-4,6-dimethylnicotinonitrile with 4-chloromethylcoumarins. Substituted 4-(3-amino-thieno[2,3-b]pyridin-2-yl)coumarins have been obtained by a subsequent intramolecular condensation of the methylene and cyano groups. 6H-Chromeno[4,3-d]thieno[3,2-b:5,4-b']dipyridin-6-ones were isolated as a result of the interaction of these compounds with aldehydes, and their aminomethyl derivatives were synthesized.

  DOI：

  10.1007/s10593-012-1083-2