ethyl <3(2-furyl)-1-phenyl>pyrazole-5-carboxylate | 139062-23-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: ethyl <3(2-furyl)-1-phenyl>pyrazole-5-carboxylate
• 英文别名: 5-ethoxycarbonyl-3-(2-furyl)-1-phenylpyrazole；ethyl 3-(furan-2-yl)-1-phenyl-1H-pyrazole-5-carboxylate；ethyl 5-(furan-2-yl)-2-phenylpyrazole-3-carboxylate
• CAS: 139062-23-0
• 化学式: C₁₆H₁₄N₂O₃
• 分子量: 282.299
• InChiKey: REVZEADEDLVZJB-UHFFFAOYSA-N

物化性质

• 沸点：
  438.6±35.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  57.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-乙酰基呋喃 在 sodium methylate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 6.33h， 生成 ethyl <3(2-furyl)-1-phenyl>pyrazole-5-carboxylate
  参考文献：
  名称：

  Saleh, R. M.; El-Deen, I. M., Revue Roumaine de Chimie, 1993, vol. 38, # 11, p. 1333 - 1337

  摘要：

  DOI：

文献信息

• Haloacetylated Enol Ethers, 19: Synthesis of 3-(2-Thienyl)- and 3-(2-Furyl)-5-trihalomethyl Substituted Azoles
  作者：Alex Flores、Sergio Brondani、Lucas Pizzuti、Marcos Martins、Nilo Zanatta、Helio Bonacorso、Darlene Flores

  DOI：10.1055/s-2005-872140

  日期：——

  Heterocyclization of 1,1,1-trifluoro[chloro]-4-methoxy-4-[2-tienyl]-3-buten-2-one and 1,1,1-trifluoro[chloro]-4-methoxy-4-[2-furyl]-3-buten-2-ones into isoxazoles and pyrazoles derivatives as a new type of trihalomethylated bicyclic heterocycles is reported.

  1,1,1-三氟[氯]-4-甲氧基-4-[2-噻吩基]-3-丁烯-2-酮和1,1,1-三氟[氯]-4-甲氧基-4-的杂环化报道了将[2-呋喃基]-3-丁烯-2-酮转化为异恶唑和吡唑衍生物作为新型三卤甲基化双环杂环。
• Functionalized heterocyclic scaffolds derived from Morita–Baylis–Hillman Acetates
  作者：Huajian Zhu、Nana Shao、Tong Chen、Hongbin Zou

  DOI：10.1039/c3cc43285h

  日期：——

  Five series of heterocycles with extraordinary structural diversity have been regiospecifically synthesized from the same Morita–Baylis–Hillman Acetates (MBHAs). All four potential electrophilic sites (α, β, γ, δ) of MBHAs are proved to be reactive.

  五系列具有非凡结构多样性的杂环化合物已从相同的莫里塔-贝利斯-希尔曼醋酸酯（MBHAs）区域特异性合成。MBHAs的四个潜在电亲核位点（α、β、γ、δ）均已被证明具有反应性。
• Improved Regioselectivity in Pyrazole Formation through the Use of Fluorinated Alcohols as Solvents: Synthesis and Biological Activity of Fluorinated Tebufenpyrad Analogs
  作者：Santos Fustero、Raquel Román、Juan F. Sanz-Cervera、Antonio Simón-Fuentes、Ana C. Cuñat、Salvador Villanova、Marcelo Murguía

  DOI：10.1021/jo800251g

  日期：2008.5.1

  The preparation of N-methylpyrazoles is usually accomplished through reaction of a suitable 1,3-diketone with methylhydrazine in ethanol as the solvent. This strategy, however, leads to the formation of regioisomeric mixtures of N-methylpyrazoles, which sometimes are difficult to separate. We have determined that the use of fluorinated alcohols such as 2,2,2-trifluoroethanol (TFE) and 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) as solvents dramatically increases the regioselectivity in the pyrazole formation, and we have used this modification in a straightforward synthesis of fluorinated analogs of Tebufenpyrad with acaricide activity.
• Saleh R. M., El-Deen I. M., Rev. roum. chim, 38 (1993) N 11, S 1333-1337
  作者：Saleh R. M., El-Deen I. M.

  DOI：——

  日期：——