6-Carbamoylmethylsulfanyl-5-cyano-4-furan-3-yl-2-methyl-1,4-dihydro-pyridine-3-carboxylic acid (2-methoxy-phenyl)-amide

• 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: 6-Carbamoylmethylsulfanyl-5-cyano-4-furan-3-yl-2-methyl-1,4-dihydro-pyridine-3-carboxylic acid (2-methoxy-phenyl)-amide
• 英文别名: 6-[(carbamoylmethyl)sulfanyl]-5-cyano-4-(furan-3-yl)-N-(2-methoxyphenyl)-2-methyl-1,4-dihydropyridine-3-carboxamide；6-(2-amino-2-oxoethyl)sulfanyl-5-cyano-4-(furan-3-yl)-N-(2-methoxyphenyl)-2-methyl-1,4-dihydropyridine-3-carboxamide
• 化学式: C₂₁H₂₀N₄O₄S
• 分子量: 424.48
• InChiKey: DRAUNAIFJKKVNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  156
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-N-(2-methoxyphenyl)-3-morpholin-4-ylbut-2-enamide 、 3-糠醛 、 2-氰基硫代乙酰胺 、 氯乙酰胺 以 乙醇 为溶剂， 反应 74.0h， 以60%的产率得到6-Carbamoylmethylsulfanyl-5-cyano-4-furan-3-yl-2-methyl-1,4-dihydro-pyridine-3-carboxylic acid (2-methoxy-phenyl)-amide
  参考文献：
  名称：

  Synthesis of Ammonium 5-Arylcarbamoyl-4-heteryl-6-methyl-3-cyano-1,4-dihydropyridine-2-thiolates and 4-Heteryl-5-carbamoyl-6-methyl-3-cyano-1,4-dihydropyridine-2-selenolates

  摘要：

  由乙酰乙酰苯胺、杂环醛和氰硫基乙酰胺缩合生成的烯胺，产生氨基5-芳基氨基甲酰基-5-杂基-6-甲基-3-氰基-1,4-二氢吡啶-2-硫醇盐，随后用于合成取代的2-烷硫基-1,4-二氢吡啶、2-烷硫基吡啶和噻吩[2,3-b]吡啶。在N-乙基吗啉存在下，乙酰乙酰胺与杂芳香醛和氰硒基乙酰胺反应，生成N-乙基吗啉氨基4-杂基-5-氨基甲酰基-6-甲基-3-氰基-1,4-二氢吡啶-2-硒醇盐，从中制备了取代的2-烷硒基-1,4-二氢吡啶。

  DOI：

  10.1007/s11176-005-0248-4

文献信息

• Synthesis of Ammonium 5-Arylcarbamoyl-4-heteryl-6-methyl-3-cyano-1,4-dihydropyridine-2-thiolates and 4-Heteryl-5-carbamoyl-6-methyl-3-cyano-1,4-dihydropyridine-2-selenolates
  作者：V. D. Dyachenko

  DOI：10.1007/s11176-005-0248-4

  日期：2005.3

  The condensation of enamines derived from acetoacetanilides, heterocyclic aldehydes, and cyanothioacetamide yielded ammonium 5-arylcarbamoyl-5-heteryl-6-methyl-3-cyano-1,4-dihydropyridine-2-thiolates, which were subsequently used for the synthesis of substituted 2-alkylthio-1,4-dihydropyridines, 2-alkylthiopyridines, and thieno[2,3-b]pyridines. The reaction of acetoacetamide with heteroaromatic aldehydes and cyanoselenoacetamide in the presence of N-ethylmorpholine yielded N-ethylmorpholinium 4-heteryl-5-carbamoyl-6-methyl-3-cyano-1,4-dihydrolyridine-2-selenolates, from which substituted 2-alkylseleno-1,4-dihydropyridines were prepared.

  由乙酰乙酰苯胺、杂环醛和氰硫基乙酰胺缩合生成的烯胺，产生氨基5-芳基氨基甲酰基-5-杂基-6-甲基-3-氰基-1,4-二氢吡啶-2-硫醇盐，随后用于合成取代的2-烷硫基-1,4-二氢吡啶、2-烷硫基吡啶和噻吩[2,3-b]吡啶。在N-乙基吗啉存在下，乙酰乙酰胺与杂芳香醛和氰硒基乙酰胺反应，生成N-乙基吗啉氨基4-杂基-5-氨基甲酰基-6-甲基-3-氰基-1,4-二氢吡啶-2-硒醇盐，从中制备了取代的2-烷硒基-1,4-二氢吡啶。