ethyl 1-chloroacetylamino-N-(2-cyano-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-1-yl)carboxylate | 1338471-49-0

• 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: ethyl 1-chloroacetylamino-N-(2-cyano-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-1-yl)carboxylate
• CAS: 1338471-49-0
• 化学式: C₂₀H₂₄ClN₃O₄S
• 分子量: 437.947
• InChiKey: UGRRLLYETLYSGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  29.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  80.76
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  ethyl 1-chloroacetylamino-N-(2-cyano-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-1-yl)carboxylate 、 苯胺 以 乙醇 为溶剂， 反应 2.17h， 以80%的产率得到ethyl 5-morpholin-4-yl-1-(2-phenylaminoacetylamino)-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-2-carboxylate
  参考文献：
  名称：

  Synthesis and Reactions of 1-Amino-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline

  摘要：

  AbstractThe pyrazolone derivative 4 was synthesized by reaction of carbohydrazide 2 with ethyl benzoylacetate in ethanol and p‐toluene sulphonic acid followed by cyclization upon heating in acetic acid. Chloroacylation of amino ester and amino benzoyl compounds 1, 19 gave the chloro acetylamino derivatives 5 and 20 respectively which both of them react with different amines to afford compounds 6, 23a‐d. Hydrolysis and decarboxlation of compound 1 yielded the aminothienotetrahydroisoquinoline 8 which was used as versatile material for synthesizing other heterocyclic compounds 9‐18. Compound 20 react with hexamethylenetetramine and malononitrile yielded thediazepino and pyrrolo derivatives 21, 22 respectively.

  DOI：

  10.1002/jccs.201190019
• 作为产物：
  描述：

  ethyl 1-amino-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinolin-2-carboxylate 、 氯乙酰氯 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以78%的产率得到ethyl 1-chloroacetylamino-N-(2-cyano-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline-1-yl)carboxylate
  参考文献：
  名称：

  Synthesis and Reactions of 1-Amino-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline

  摘要：

  AbstractThe pyrazolone derivative 4 was synthesized by reaction of carbohydrazide 2 with ethyl benzoylacetate in ethanol and p‐toluene sulphonic acid followed by cyclization upon heating in acetic acid. Chloroacylation of amino ester and amino benzoyl compounds 1, 19 gave the chloro acetylamino derivatives 5 and 20 respectively which both of them react with different amines to afford compounds 6, 23a‐d. Hydrolysis and decarboxlation of compound 1 yielded the aminothienotetrahydroisoquinoline 8 which was used as versatile material for synthesizing other heterocyclic compounds 9‐18. Compound 20 react with hexamethylenetetramine and malononitrile yielded thediazepino and pyrrolo derivatives 21, 22 respectively.

  DOI：

  10.1002/jccs.201190019