1-(4-chlorophenyl)-5-(furan-2-yl)-3-(thiophen-2-yl)-1H-pyrazole | 86201-92-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-chlorophenyl)-5-(furan-2-yl)-3-(thiophen-2-yl)-1H-pyrazole
• 英文别名: 1-(4-Chlorophenyl)-5-(furan-2-yl)-3-thiophen-2-ylpyrazole
• CAS: 86201-92-5
• 化学式: C₁₇H₁₁ClN₂OS
• 分子量: 326.806
• InChiKey: JTLSAUUITOXKHW-UHFFFAOYSA-N

物化性质

• 熔点：
  75 °C(Solv: cyclohexane (110-82-7))
• 沸点：
  474.0±45.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  59.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  邻四氯苯醌 、 1-(4-chlorophenyl)-5-(furan-2-yl)-3-(thiophen-2-yl)-1H-pyrazole 以 乙醚 为溶剂， 反应 6.0h， 以90%的产率得到1-(4-chlorophenyl)-5-(5,6,7,8-tetrachloro-3a,9a-dihydrofuro[3,2-b][1,4]benzodioxin-2-yl)-3-thiophen-2-ylpyrazole
  参考文献：
  名称：

  Nawwar, Galal A. M., Journal of Chemical Research, Miniprint, 1991, # 12, p. 3139 - 3155

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(4-氯苯基)-3-(呋喃-2-基)-5-噻吩-2-基-3,4-二氢吡唑 在 邻四氯苯醌 作用下， 以 乙醚 为溶剂， 生成 1-(4-chlorophenyl)-5-(furan-2-yl)-3-(thiophen-2-yl)-1H-pyrazole
  参考文献：
  名称：

  Nawwar, Galal A. M., Journal of Chemical Research, Miniprint, 1991, # 12, p. 3139 - 3155

  摘要：

  DOI：

文献信息

• Cyclocondensation of Arylhydrazines with 1,3-Bis(het)arylmonothio-1,3-diketones and 1,3-Bis(het)aryl-3-(methylthio)-2-propenones: Synthesis of 1-Aryl-3,5-bis(het)arylpyrazoles with Complementary Regioselectivity
  作者：S. Vijay Kumar、Santosh K. Yadav、B. Raghava、B. Saraiah、H. Ila、K. S. Rangappa、Arpan Hazra

  DOI：10.1021/jo400599e

  日期：2013.5.17

  Two efficient highly regioselective routes for the synthesis of unsymmetrically substituted 1-aryl-3,5-bis(het)arylpyrazoles with complementary regioselectivity starting from active methylene ketones have been reported. In the first protocol, the newly synthesized 1,3-bis(het)aryl-monothio-1,3-diketone precursors (prepared by condensation of active methylene ketones with het(aryl) dithioesters in the presence of sodium hydride) were reacted with arylhydrazines in refluxing ethanol under neutral conditions, furnishing 1-aryl-3,5-bis(het)arylpyrazoles 7, in which the het(aryl) moiety attached to the thiocarbonyl group of monothio-1,3-diketones is installed at the 3-position. In the second method, the corresponding 3-(methylthio)-1,3-bis(het)aryl-2-propenones (prepared in situ by base-induced alkylation of 1,3-monothiodiketones) were condensed with arylhydrazines in the presence of potassium tert-butoxide in. refluxing tert-butyl alcohol, yielding 1-aryl-3,5-bis(het)arylpyrazoles 9 with complementary regioselectivity (method A). The efficiency of this protocol was further improved by developing a one-pot, three-component procedure for the synthesis of pyrazoles 9, directly from active methylene ketones, by reacting in situ generated 3-(methylthio)-1,3-bis(het)aryl-2-propenones with arylhydrazines in the presence of sodium hydride (instead of potassium tert-butoxide as base). The structures and regiochemistry of newly synthesized pyrazoles were confirmed from their spectral and analytical data along with X-ray crystallographic data of three pairs of regioisomers.
• MISHRIKY, N.;GIRGIS, N. S.;NAWWAR, G. A. M., EGYPT. J. CHEM., 1981, 24, N 4-6, 289-293
  作者：MISHRIKY, N.、GIRGIS, N. S.、NAWWAR, G. A. M.

  DOI：——

  日期：——
• Nawwar, Galal A. M., Journal of Chemical Research, Miniprint, 1991, # 12, p. 3139 - 3155
  作者：Nawwar, Galal A. M.

  DOI：——

  日期：——