4-(4-Bromo-phenyl)-2-mercapto-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carbonitrile; compound with 4-methyl-morpholine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-Bromo-phenyl)-2-mercapto-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carbonitrile; compound with 4-methyl-morpholine
• 英文别名: 4-(4-bromophenyl)-5-cyano-6-sulfanyl-3,4-dihydropyridin-2-olate;4-methylmorpholin-4-ium
• 化学式: C₅H₁₁NO*C₁₂H₉BrN₂OS
• 分子量: 410.335
• InChiKey: AYBMVFRLELSOFG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.67
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  乙烷,三氯氟- 、 4-(4-Bromo-phenyl)-2-mercapto-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carbonitrile; compound with 4-methyl-morpholine 、 胡椒基丙醛 以 乙醇 、 水 为溶剂， 以27%的产率得到2-(1,3-benzodioxol-5-ylmethyl)-7-(4-bromophenyl)-2-methyl-3-[(4-methylphenyl)amino]-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo[3,2-a]pyridine-8-carbonitrile
  参考文献：
  名称：

  通过不寻常的曼尼希型环化合成噻唑并[3,2-a]吡啶

  摘要：

  摘要 N-甲基吗啉鎓 4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates 与 3-(1,3-benzodioxol-5-yl)- 2-甲基丙醛（海洋丙醛）和对甲苯胺得到 7-芳基-2-（1,3-苯并二恶醇-5-基甲基）-2-甲基-3-[（4-甲基苯基）氨基]-5-氧代-2 ,3,6,7-四氢-5H-噻唑并[3,2-a]吡啶-8-腈的产率适中（25-46%）。通过X射线晶体结构分析确认了关键化合物的结构。图形概要

  DOI：

  10.1080/10426507.2016.1224877
• 作为产物：
  描述：

  3-(4-Bromo-phenyl)-2-cyano-3-(2-hydroxy-4-oxo-1,5-dioxa-spiro[5.5]undec-2-en-3-yl)-thiopropionamide; compound with 4-methyl-morpholine 以 乙醇 为溶剂， 反应 3.0h， 以85%的产率得到4-(4-Bromo-phenyl)-2-mercapto-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carbonitrile; compound with 4-methyl-morpholine
  参考文献：
  名称：

  Synthesis, properties, and structures of ammonium 4-aryl-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolates

  摘要：

  The reaction of arylcyanomethylenethioacetamides with Meldrum acid gave Michael adducts as ammonium salts. When heated in alcohol, these salts undergo cyclization to ammonium 4-aryl-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolates. The structure of N-methylmorpholinium 4-(2'-chlorophenyl)-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolate was established by X-ray structural analysis.

  DOI：

  10.1007/bf02496132

文献信息

• Synthesis, properties, and structures of ammonium 4-aryl-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolates
  作者：V. N. Nesterov、S. G. Krivokolysko、V. V. Dotsenko、V. P. Litvinov

  DOI：10.1007/bf02496132

  日期：1997.5

  The reaction of arylcyanomethylenethioacetamides with Meldrum acid gave Michael adducts as ammonium salts. When heated in alcohol, these salts undergo cyclization to ammonium 4-aryl-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolates. The structure of N-methylmorpholinium 4-(2'-chlorophenyl)-5-cyano-2-oxo-1,2,3,4-tetrahydropyridine-6-thiolate was established by X-ray structural analysis.
• Synthesis of thiazolo[3,2-<i>a</i>]pyridines via an unusual Mannich-type cyclization
  作者：Victor V. Dotsenko、Ivan S. Bushmarinov、Alexander S. Goloveshkin、Elena A. Chigorina、Konstantin A. Frolov、Sergey G. Krivokolysko

  DOI：10.1080/10426507.2016.1224877

  日期：2017.1.2

  with 3-(1,3-benzodioxol-5-yl)-2-methylpropanal (ocean propanal) and p-toluidine afforded 7-aryl-2-(1,3-benzodioxol-5-ylmethyl)-2-methyl-3-[(4-methylphenyl)amino]-5-oxo-2,3,6,7-tetrahydro-5H-thiazolo[3,2-a]pyridine-8-carbonitriles in modest (25–46%) yields. The structure of the key compound was confirmed by X-ray crystal structure analysis. GRAPHICAL ABSTRACT

  摘要 N-甲基吗啉鎓 4-aryl-3-cyano-6-oxo-1,4,5,6-tetrahydropyridine-2-thiolates 与 3-(1,3-benzodioxol-5-yl)- 2-甲基丙醛（海洋丙醛）和对甲苯胺得到 7-芳基-2-（1,3-苯并二恶醇-5-基甲基）-2-甲基-3-[（4-甲基苯基）氨基]-5-氧代-2 ,3,6,7-四氢-5H-噻唑并[3,2-a]吡啶-8-腈的产率适中（25-46%）。通过X射线晶体结构分析确认了关键化合物的结构。图形概要