1-amino-2-benzoyl-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline | 55023-30-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-amino-2-benzoyl-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline
• 英文别名: (1-amino-5-morpholin-4-yl-6,7,8,9-tetrahydro-thieno[2,3-c]isoquinolin-2-yl)-phenyl-methanone；[1-Amino-5-(morpholin-4-yl)-6,7,8,9-tetrahydrothieno[2,3-c]isoquinolin-2-yl](phenyl)methanone；(1-amino-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinolin-2-yl)-phenylmethanone
• CAS: 55023-30-8
• 化学式: C₂₂H₂₃N₃O₂S
• 分子量: 393.51
• InChiKey: YAENYAPCUAIWCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  96.7
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-amino-2-benzoyl-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline 以 1,4-二氧六环 、 乙醇 为溶剂， 反应 4.0h， 生成 N-(2-benzoyl-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinolin-1-yl)-2-phenylaminoacetamide
  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：

  1-(Morpholin-4-yl)-3-[(2-oxo-2-phenylethyl)sulfanyl]-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 0.25h， 生成 1-amino-2-benzoyl-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline
  参考文献：
  名称：

  吗啉代四氢噻吩并[2,3-c]异喹啉的合成

  摘要：

  1-吗啉-4-yl-5,6,7,8-四氢异喹啉-4-甲腈 (2) 由 3-amino-1-thioxo-5,6,7,8-tetrahydro-1H-isothiochromene-4 合成-甲腈 (1) 并用作合成许多噻吩并四氢异喹啉 (4) 的原料，而这些原料又用于合成许多嘧啶并噻吩并四氢异喹啉。

  DOI：

  10.1002/jccs.200800193

文献信息

• Gewald,K. et al., Journal fur praktische Chemie (Leipzig 1954), 1974, vol. 316, p. 1030 - 1036
  作者：Gewald,K. et al.

  DOI：——

  日期：——
• Synthesis of Morphlinotetrahydrothieno[2,3-c]Isoquinolines
  作者：Adel M. Kamal El-Dean、Shaban M. Radwan、Remon M. Zaki

  DOI：10.1002/jccs.200800193

  日期：2008.12

  synthesized from 3-amino-1-thioxo-5,6,7,8-tetrahydro-1H-isothiochromene-4-carbonitrile (1) and used as starting material to synthesize many thienotetrahydroisoquinolines (4), which in turn were used in the synthesis of many pyrimidothienotetrahydroisoquinolines.

  1-吗啉-4-yl-5,6,7,8-四氢异喹啉-4-甲腈 (2) 由 3-amino-1-thioxo-5,6,7,8-tetrahydro-1H-isothiochromene-4 合成-甲腈 (1) 并用作合成许多噻吩并四氢异喹啉 (4) 的原料，而这些原料又用于合成许多嘧啶并噻吩并四氢异喹啉。
• Synthesis and Reactions of 1-Amino-5-morpholin-4-yl-6,7,8,9-tetrahydrothieno[2,3-c]isoquinoline
  作者：Remon M. Zaki、Shaban M. Radwan、Adel M. Kamal El-Dean

  DOI：10.1002/jccs.201190019

  日期：2011.8

  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.