4-(4-溴苯基)-2-硫代-6-苯基-1,2-二氢吡啶-3-腈 | 89451-47-8

• 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
• 中文名称: 4-(4-溴苯基)-2-硫代-6-苯基-1,2-二氢吡啶-3-腈
• 英文名称: 4-(4-bromophenyl)-6-phenyl-3-cyano-2(1H)-pyridinethione
• 英文别名: 4-(4-bromophenyl)-6-phenyl-2-thioxo-1,2-dihydropyridine-3-carbonitrile；4-(4-bromophenyl)-2-thioxo-6-phenyl-1,2-dihydropyridine-3-carbonitrile；Pyridine-3-carbonitrile, 1,2-dihydro-4-(4-bromophenyl)-6-phenyl-2-thioxo-；4-(4-bromophenyl)-6-phenyl-2-sulfanylidene-1H-pyridine-3-carbonitrile
• CAS: 89451-47-8
• 化学式: C₁₈H₁₁BrN₂S
• 分子量: 367.269
• InChiKey: KBEPBTGILKRIAW-UHFFFAOYSA-N

物化性质

• 熔点：
  256-258 °C(Solv: acetic acid (64-19-7))
• 沸点：
  484.2±55.0 °C(Predicted)
• 密度：
  1.56±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(4-溴苯基)-2-硫代-6-苯基-1,2-二氢吡啶-3-腈 在 potassium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 3-amino-4-(4-bromophenyl)-6-phenyl-N-(o-tolyl)-thieno[2,3-b]pyridine-2-carboxamide
  参考文献：
  名称：

  Reaction of 3-Amino-4,6-diarylthieno[2,3-b]pyridine-2-carboxamides with Ninhydrin

  摘要：

  The reaction ofN-substituted amides of 3-amino-4,6-diarylthieno[2,3-b]pyridine-2-carboxylic acids with ninhydrin in the presence of catalytic amounts of sulfuric acid gave 1 '-spiro[indene-2,2 '-pyrido[3 ',2 ':4,5]thieno[3,2-d]pyrimidine]-1,3,4 '(3 ' H)-triones. Structure of a number of key compounds was studied using 2D NMR spectroscopy; the bioavailability parameters of the obtained compoundsin silicowere calculated. In a laboratory experiment, a moderate antidote effect was revealed with respect to the 2,4-D herbicide for one compound.

  DOI：

  10.1134/s1070363220060043
• 作为产物：
  描述：

  4′-溴查耳酮 在 氧气 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 反应 0.5h， 生成 4-(4-溴苯基)-2-硫代-6-苯基-1,2-二氢吡啶-3-腈
  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

• Shestopalov, A. M.; Promonenkov, V. K.; Sharanin, Yu. A., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, # 7, p. 1382 - 1401
  作者：Shestopalov, A. M.、Promonenkov, V. K.、Sharanin, Yu. A.、Rodinovskaya, L. A.、Sharanin, S. Yu.

  DOI：——

  日期：——
• 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.
• Promonenkov, V. K.; Shestopalov, A. M.; Sharanin, Yu. A., Journal of Organic Chemistry USSR (English Translation), 1985, vol. 21, # 9, p. 1797 - 1802
  作者：Promonenkov, V. K.、Shestopalov, A. M.、Sharanin, Yu. A.、Litvinov, V. P.、Rodinovskaya, L. A.、et al.

  DOI：——

  日期：——
• Shestopalov, A. M.; Sharanin, Yu. A., Journal of Organic Chemistry USSR (English Translation), 1984, p. 1818 - 1827
  作者：Shestopalov, A. M.、Sharanin, Yu. A.

  DOI：——

  日期：——
• 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.