4-[4-(dimethylamino)phenyl]-6-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile | 78564-22-4

• 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-[4-(dimethylamino)phenyl]-6-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile
• 英文别名: 4-[4-(dimethylamino)phenyl]-6-phenyl-2-sulfanylidene-1H-pyridine-3-carbonitrile
• CAS: 78564-22-4
• 化学式: C₂₀H₁₇N₃S
• 分子量: 331.441
• InChiKey: BXMGUWIZZINRPQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  71.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[4-(dimethylamino)phenyl]-6-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile 、 氯乙酸乙酯 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 生成 ethyl 3-amino-4-[4-(dimethylamino)phenyl]-6-phenylthieno[2,3-b]pyridine-2-carboxylate
  参考文献：
  名称：

  Synthesis, Characterization, and Reactions of Pyridine-3-Carbonitrile Derivatives

  摘要：

  2-Thioxopyridine-3-carbonitrile derivatives 6a-c reacted with several halogen containing reagents 7a-d to afford the corresponding thieno[2,3-b]pyridine derivatives 9a-l, respectively. Thieno[2,3-b]pyridines 9c, g,k used for the preparation of their corresponding carbohydrazide derivatives 10a-c which in turn, used as good synthons for the synthesis of N-phenylmethylenethieno[2,3-b]pyridine-2-carbohydrazides 13a-c, pyrido[3',2':4,5]thieno[3,2-d]pyrimidinones 15a-c, 16a-c and 17 and 1,3,4-oxadiazole-2-thiols 20a-c and 21a-c via their reactions with benzaldehyde or benzylidenemalononitrile, triethylorthoformate and carbon disulfide followed by hydrazine hydrate respectively. Considering the data of IR, H-1 NMR, mass spectra, and elemental analyses elucidated the chemical structures of the newly synthesized heterocyclic compounds.

  DOI：

  10.1080/10426500701693552
• 作为产物：
  描述：

  4-[4-(dimethylamino)phenyl]-6-hydroxy-6-phenyl-2-sulfanylidenepiperidine-3-carbonitrile;piperidine 在 氧气 作用下， 以 溶剂黄146 为溶剂， 反应 0.5h， 生成 4-[4-(dimethylamino)phenyl]-6-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile
  参考文献：
  名称：

  Synthesis of 3-cyano-4, 6-diaryl-3, 4-dihydropyridine-2-thionks

  摘要：

  DOI：

  10.1007/bf00515357

文献信息

• Synthesis and some reactions of 3-cyanopyridine-2-thiones
  作者：A. A. Krauze、Z. A. Bomika、A. M. Shestopalov、L. A. Rodinovskaya、Yu. �. Pelcher、G. Ya. Dubur、Yu. A. Sharanin、V. K. Promonenkov

  DOI：10.1007/bf00505994

  日期：1981.3
• KRAUZE A. A.; BOMIKA Z. A.; SHESTOPALOV A. M.; RODINOVSKAYA L. A.; PELCHE+, XIMIYA GETEROTSIKL. SOEDIN., 1981, HO 3, 377-382
  作者：KRAUZE A. A.、 BOMIKA Z. A.、 SHESTOPALOV A. M.、 RODINOVSKAYA L. A.、 PELCHE+

  DOI：——

  日期：——
• KRAUZE, A. A.;VITOLINYA, R. O.;PELCHER, YU. EH.;KALME, Z. A.;KIMANIS, A. +, OSNOVNYE NAPRAVLENIYA RAZVITIYA FARMATSII. TEZ. DOKL. 2 SEZDA FARMATSEVTO+
  作者：KRAUZE, A. A.、VITOLINYA, R. O.、PELCHER, YU. EH.、KALME, Z. A.、KIMANIS, A. +

  DOI：——

  日期：——
• Synthesis of 3-cyano-4, 6-diaryl-3, 4-dihydropyridine-2-thionks
  作者：A. A. Krauze、Z. A. Kalme、Yu. �. Pelcher、�. �. Liepin'sh、I. V. Dipan、G. Ya. Dubur

  DOI：10.1007/bf00515357

  日期：1983.11
• Synthesis, Characterization, and Reactions of Pyridine-3-Carbonitrile Derivatives
  作者：A. M. Abdel-Fattah、M. A. A. Elneairy、M. N. Gouda、F. A. Attaby

  DOI：10.1080/10426500701693552

  日期：2008.6.9

  2-Thioxopyridine-3-carbonitrile derivatives 6a-c reacted with several halogen containing reagents 7a-d to afford the corresponding thieno[2,3-b]pyridine derivatives 9a-l, respectively. Thieno[2,3-b]pyridines 9c, g,k used for the preparation of their corresponding carbohydrazide derivatives 10a-c which in turn, used as good synthons for the synthesis of N-phenylmethylenethieno[2,3-b]pyridine-2-carbohydrazides 13a-c, pyrido[3',2':4,5]thieno[3,2-d]pyrimidinones 15a-c, 16a-c and 17 and 1,3,4-oxadiazole-2-thiols 20a-c and 21a-c via their reactions with benzaldehyde or benzylidenemalononitrile, triethylorthoformate and carbon disulfide followed by hydrazine hydrate respectively. Considering the data of IR, H-1 NMR, mass spectra, and elemental analyses elucidated the chemical structures of the newly synthesized heterocyclic compounds.