1-(3-methylpyridinio)(p-methoxybenzenethiocarbonyl)amidate | 197364-88-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(3-methylpyridinio)(p-methoxybenzenethiocarbonyl)amidate
• 英文别名: 4-methoxy-N-(3-methylpyridin-1-ium-1-yl)benzenecarboximidothioate
• CAS: 197364-88-8
• 化学式: C₁₄H₁₄N₂OS
• 分子量: 258.344
• InChiKey: SONRXMLWRUSREB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丁炔二酸二甲酯 、 1-(3-methylpyridinio)(p-methoxybenzenethiocarbonyl)amidate 以 氯仿 为溶剂， 以27%的产率得到10-(4-Methoxy-phenyl)-6-methyl-11-thia-8,9-diaza-tricyclo[5.4.0.0^4,8]undeca-2,5,9-triene-1,2-dicarboxylic acid dimethyl ester
  参考文献：
  名称：

  Preparation of New Nitrogen-Bridged Heterocycles. 43.¹ Synthesis and Reaction of 5aH-Pyrido[1,2-d][1,3,4]thiadiazepine Derivatives

  摘要：

  Reactions of some 1-pyridinio- and 1-(4-methylpyridinio)(arenethiocarbonyl) with dimethyl acetylenedicarboxylate in chloroform afforded neither the expected dimethyl 2-aryl-5aH-pyrido-[1,2-d][1,3,4]thiadiazepine-4,5-dicarboxylates nor their intramolecular Diels-Alder adducts, but gave novel rearranged products, dimethyl 4-aryl-5-thia-2,3-diazatricyclo[4.3.2.0(2,7)]undeca-3,8,10-triene-6,11-dicarboxylates in low to moderate yields. On the other hand, similar reactions of 1-(3-methylpyridinio)- and 1-(2-methylquinolinio)(arenethiocarbonyl)amidates with the same reagent provided 1:1 primary adducts, dimethyl 2-aryl-6-methyl-5aH-pyrido[1,2-d][1,3,4]thiadiazepine-4,5-dicarboxylates and dimethyl 2-aryl-5a-methyl-5aH-[1,3,4]thiadiazepino[4,5-alpha]quinoline-4,5-dicarboxylates, respectively.

  DOI：

  10.1021/jo971066o
• 作为产物：
  描述：

  4-甲氧基苯二硫代甲酸甲酯 、 1-amino-3-methylpyridin-1-ium iodide 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 以93%的产率得到1-(3-methylpyridinio)(p-methoxybenzenethiocarbonyl)amidate
  参考文献：
  名称：

  Preparation of New Nitrogen-Bridged Heterocycles. 43.¹ Synthesis and Reaction of 5aH-Pyrido[1,2-d][1,3,4]thiadiazepine Derivatives

  摘要：

  Reactions of some 1-pyridinio- and 1-(4-methylpyridinio)(arenethiocarbonyl) with dimethyl acetylenedicarboxylate in chloroform afforded neither the expected dimethyl 2-aryl-5aH-pyrido-[1,2-d][1,3,4]thiadiazepine-4,5-dicarboxylates nor their intramolecular Diels-Alder adducts, but gave novel rearranged products, dimethyl 4-aryl-5-thia-2,3-diazatricyclo[4.3.2.0(2,7)]undeca-3,8,10-triene-6,11-dicarboxylates in low to moderate yields. On the other hand, similar reactions of 1-(3-methylpyridinio)- and 1-(2-methylquinolinio)(arenethiocarbonyl)amidates with the same reagent provided 1:1 primary adducts, dimethyl 2-aryl-6-methyl-5aH-pyrido[1,2-d][1,3,4]thiadiazepine-4,5-dicarboxylates and dimethyl 2-aryl-5a-methyl-5aH-[1,3,4]thiadiazepino[4,5-alpha]quinoline-4,5-dicarboxylates, respectively.

  DOI：

  10.1021/jo971066o

文献信息

• Preparation of New Nitrogen-Bridged Heterocycles. 43.¹ Synthesis and Reaction of 5a<i>H</i>-Pyrido[1,2-<i>d</i>][1,3,4]thiadiazepine Derivatives
  作者：Akikazu Kakehi、Suketaka Ito、Fumihito Ishida、Yoshinori Tominaga

  DOI：10.1021/jo971066o

  日期：1997.10.1

  Reactions of some 1-pyridinio- and 1-(4-methylpyridinio)(arenethiocarbonyl) with dimethyl acetylenedicarboxylate in chloroform afforded neither the expected dimethyl 2-aryl-5aH-pyrido-[1,2-d][1,3,4]thiadiazepine-4,5-dicarboxylates nor their intramolecular Diels-Alder adducts, but gave novel rearranged products, dimethyl 4-aryl-5-thia-2,3-diazatricyclo[4.3.2.0(2,7)]undeca-3,8,10-triene-6,11-dicarboxylates in low to moderate yields. On the other hand, similar reactions of 1-(3-methylpyridinio)- and 1-(2-methylquinolinio)(arenethiocarbonyl)amidates with the same reagent provided 1:1 primary adducts, dimethyl 2-aryl-6-methyl-5aH-pyrido[1,2-d][1,3,4]thiadiazepine-4,5-dicarboxylates and dimethyl 2-aryl-5a-methyl-5aH-[1,3,4]thiadiazepino[4,5-alpha]quinoline-4,5-dicarboxylates, respectively.