2-(3,5-dimethyl-1H-pyrazol-1-yl)-4-(4-nitrophenyl)thiazole | 106691-15-0

• 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: 2-(3,5-dimethyl-1H-pyrazol-1-yl)-4-(4-nitrophenyl)thiazole
• 英文别名: 2-(3,5-Dimethyl-1H-pyrazole-1-yl)-4-(4-nitrophenyl)thiazole；2-(3,5-dimethylpyrazol-1-yl)-4-(4-nitrophenyl)-1,3-thiazole
• CAS: 106691-15-0
• 化学式: C₁₄H₁₂N₄O₂S
• 分子量: 300.341
• InChiKey: WTWOYAJZTIOUSQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-二甲基吡唑-1-硫代甲酰胺 、 2-iodo-1-(4-nitrophenyl)ethanone 在 sodium carbonate 作用下， 以 neat (no solvent, solid phase) 为溶剂， 反应 0.08h， 以93%的产率得到2-(3,5-dimethyl-1H-pyrazol-1-yl)-4-(4-nitrophenyl)thiazole
  参考文献：
  名称：

  Sodium carbonate-mediated facile synthesis of 4-substituted-2-(3,5-dimethylpyrazol-1-yl)thiazoles under solvent-free conditions

  摘要：

  An efficient and facile synthesis of 4-substituted-2-(3,5-dimethylpyrazol-1-yl)thiazoles 3 was achieved by grinding an equimolar mixture of alpha-haloketones 2 with 3,5-dimethylpyrazol-1-thiocarboxamide 1 in the presence of sodium carbonate under the solvent-free conditions. The present methodology offers an eco-friendly, mild, efficient (92-96%), and rapid method (5 min) for the synthesis of 3 besides preventing the formation of alpha-thiocyanatoketones as reported earlier in solvent-mediated conditions.[GRAPHICS].

  DOI：

  10.1080/17415993.2012.711331

文献信息

• Singh, S. P.; Sehgal, Subhash; Singh, Lukhvinder, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 154 - 155
  作者：Singh, S. P.、Sehgal, Subhash、Singh, Lukhvinder、Dhawan, S. N.

  DOI：——

  日期：——
• Singh, S. P.; Diwakar, P.; Sehgal, Subhash, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 1054 - 1055
  作者：Singh, S. P.、Diwakar, P.、Sehgal, Subhash、Vaid, R. K.

  DOI：——

  日期：——
• Aggarwal, Ranjana; Kumar, Sunil; Sharma, Chetan, Indian Journal of Heterocyclic Chemistry, 2012, vol. 21, # 4, p. 331 - 336
  作者：Aggarwal, Ranjana、Kumar, Sunil、Sharma, Chetan、Aneja, Kamal R.、Singh, Shiv P.

  DOI：——

  日期：——
• Peet, Norton P.; Sunder, Shyam, Journal of Heterocyclic Chemistry, 1986, vol. 23, p. 593 - 595
  作者：Peet, Norton P.、Sunder, Shyam

  DOI：——

  日期：——
• α,α‐Dibromoketones: A Superior Alternative to α‐Bromoketones in Hantzsch Thiazole Synthesis
  作者：Richa Prakash、Ajay Kumar、Ranjana Aggarwal、Om Prakash、S. P. Singh

  DOI：10.1080/00397910701462476

  日期：2007.8