4-(2-methoxyphenyl)-6-phenyl-2-sulfanylidene-1,2-dihydropyridine-3-carbonitrile

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 4-(2-methoxyphenyl)-6-phenyl-2-sulfanylidene-1,2-dihydropyridine-3-carbonitrile
• 英文别名: 4-(2-methoxyphenyl)-2-thioxo-6-phenyl-1,2-dihydropyridine-3-carbonitrile；4-(2-methoxyphenyl)-6-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile；4-(2-Methoxyphenyl)-6-phenyl-2-thioxo-1,2-di-hydropyridine-3-carbonitrile；4-(2-methoxyphenyl)-6-phenyl-2-sulfanylidene-1H-pyridine-3-carbonitrile
• 化学式: C₁₉H₁₄N₂OS
• 分子量: 318.399
• InChiKey: QFCNESINNNVMQJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  77.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-溴-2-氯乙酰苯胺 、 4-(2-methoxyphenyl)-6-phenyl-2-sulfanylidene-1,2-dihydropyridine-3-carbonitrile 在 potassium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以78%的产率得到C₂₇H₂₀BrN₃O₂S
  参考文献：
  名称：

  New example of acyl cleavage of benzoyl-1,1,1-trifluoroacetone in a three-component synthesis of 4-aryl-2-thioxo-6-phenyl-1,2-dihydropyridine-3-carbonitriles

  摘要：

  A three-component condensation of aromatic aldehydes, cyanothioacetamide, and benzoyl-1,1,1-trifluoroacetone, involving the acyl cleavage of the latter, results in 4-aryl-2-thioxo-6-phenyl-1,2-dihydropyridine-3-carbonitriles. Their alkylation was studied.

  DOI：

  10.1134/s1070363212050180
• 作为产物：
  描述：

  邻甲氧基苯甲醛 在 N-甲基吗啉 作用下， 以 乙醇 为溶剂， 反应 52.25h， 生成 4-(2-methoxyphenyl)-6-phenyl-2-sulfanylidene-1,2-dihydropyridine-3-carbonitrile
  参考文献：
  名称：

  New example of acyl cleavage of benzoyl-1,1,1-trifluoroacetone in a three-component synthesis of 4-aryl-2-thioxo-6-phenyl-1,2-dihydropyridine-3-carbonitriles

  摘要：

  A three-component condensation of aromatic aldehydes, cyanothioacetamide, and benzoyl-1,1,1-trifluoroacetone, involving the acyl cleavage of the latter, results in 4-aryl-2-thioxo-6-phenyl-1,2-dihydropyridine-3-carbonitriles. Their alkylation was studied.

  DOI：

  10.1134/s1070363212050180

文献信息

• One-pot synthesis of 4,6-diaryl-3-cyanopyridine-2(1H)-thiones and their transformation to substituted thieno[2,3-b;4,5-b]dipyridines and pyrido[3",2":4,5]thieno[3,2-d]pyrimidines
  作者：A. M. Shestopalov、K. G. Nikishin、A. V. Gromova、L. A. Rodinovskaya

  DOI：10.1023/b:rucb.0000011879.89900.1f

  日期：2003.10

  one step by the reaction of elemental sulfur, malononitrile, and 2-aryl-1-aroylethylenes in the presence of excess triethylamine. The products were used in one-pot syntheses of substituted thieno[2,3-b;4,5-b]dipyridines and pyrido[3",2":4,5]thieno[3,2-d]pyrimidines.

  摘要 4,6-二芳基-3-氰基吡啶-2(1H)-硫酮在过量三乙胺存在下，由元素硫、丙二腈和2-芳基-1-芳酰基乙烯反应一步合成。产物用于取代噻吩并[2,3-b;4,5-b]二吡啶和吡啶并[3",2":4,5]噻吩并[3,2-d]嘧啶的一锅合成。
• A New Version of Multicomponent Synthesis of 4,6-Diaryl-2-sulfanylidene-1,2-dihydropyridine-3-carbonitrile Derivatives
  作者：I. V. Dyachenko、V. D. Dyachenko、E. G. Polupanenko、P. V. Dorovatovskii、V. N. Khrustalev、V. G. Nenajdenko

  DOI：10.1134/s1070428018090014

  日期：2018.9

  Multicomponent condensation of aromatic aldehydes with acetophenones, cyanothioacetamide, and alkylating agents has been shown to provide synthetic routes to various pyridine and thienopyridine derivatives. The structure of some of the synthesized heterocycles has been confirmed by X-ray analysis.
• Synthesis of 4-aryl-6-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitriles by three-component condensation of aromatic aldehydes with cyanothioacetamide and 4,4,4-trifluoro-1-phenylbutane-1,3-dione
  作者：V. D. Dyachenko

  DOI：10.1134/s1070428011100150

  日期：2011.10

  4-Aryl-6-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitriles were synthesized by three-component condensation of aromatic aldehydes with cyanothioacetamide and 4,4,4-trifluoro-1-phenylbutane-1,3-dione. The reaction involved initial formation of Michael adducts which underwent acyl cleavage.
• New example of acyl cleavage of benzoyl-1,1,1-trifluoroacetone in a three-component synthesis of 4-aryl-2-thioxo-6-phenyl-1,2-dihydropyridine-3-carbonitriles
  作者：V. D. Dyachenko

  DOI：10.1134/s1070363212050180

  日期：2012.5

  A three-component condensation of aromatic aldehydes, cyanothioacetamide, and benzoyl-1,1,1-trifluoroacetone, involving the acyl cleavage of the latter, results in 4-aryl-2-thioxo-6-phenyl-1,2-dihydropyridine-3-carbonitriles. Their alkylation was studied.