2-(3',5'-dimethylpyrazol-1'yl)-4-(p-bromophenyl)thiazole | 82100-81-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(3',5'-dimethylpyrazol-1'yl)-4-(p-bromophenyl)thiazole
• 英文别名: 4-(4-bromophenyl)-2-(3,5-dimethylpyrazol-1-yl)thiazole；4-(4-bromophenyl)-2-(3,5-dimethyl-1H-pyrazol-1-yl)-1,3-thiazole；4-(4-bromophenyl)-2-(3,5-dimethylpyrazol-1-yl)-1,3-thiazole
• CAS: 82100-81-0
• 化学式: C₁₄H₁₂BrN₃S
• 分子量: 334.239
• InChiKey: KNKGKGLYQPJURD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 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：
  59
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙酰丙酮 在 盐酸 、 sodium carbonate 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 2-(3',5'-dimethylpyrazol-1'yl)-4-(p-bromophenyl)thiazole
  参考文献：
  名称：

  Aggarwal, Ranjana; Kumar, Sunil; Sharma, Chetan, Indian Journal of Heterocyclic Chemistry, 2012, vol. 21, # 4, p. 331 - 336

  摘要：

  DOI：

文献信息

• A Facile One-Pot Synthesis of 2-pyrazolyl-4-aryl-thiazoles in a Three-Component Reaction
  作者：Guravaiah Nalajam、Rajeswar Rao Vedula

  DOI：10.3184/030823408x314707

  日期：2008.4

  A one-pot multi-component reaction of phenacylbromide, thiosemicarbazide and acetyl acetone or ethyl acetoacetate is described for the preparation of the title compounds. The key features of this methodology are its operational simplicity, mild reaction conditions, and good yields.

  本研究介绍了苯酰溴化物、硫代氨基甲酰肼和丙酮或乙酰乙酸乙酯的单锅多组分反应，用于制备标题化合物。该方法的主要特点是操作简单、反应条件温和、收率高。
• 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：——
• Sodium carbonate-mediated facile synthesis of 4-substituted-2-(3,5-dimethylpyrazol-1-yl)thiazoles under solvent-free conditions
  作者：Ranjana Aggarwal、Sunil Kumar、Shiv P. Singh

  DOI：10.1080/17415993.2012.711331

  日期：2012.10.1

  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].
• Singh, S. P.; Kodali, Dharma R.; Dhindsa, G. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 1, p. 30 - 33
  作者：Singh, S. P.、Kodali, Dharma R.、Dhindsa, G. S.、Sawhney, S. N.

  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