5-o-chlorophenyl-3-(2-naphthyl)-1-phenylpyrazole | 681293-67-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-o-chlorophenyl-3-(2-naphthyl)-1-phenylpyrazole
• 英文别名: 1H-Pyrazole, 5-(2-chlorophenyl)-3-(2-naphthalenyl)-1-phenyl-；5-(2-chlorophenyl)-3-naphthalen-2-yl-1-phenylpyrazole
• CAS: 681293-67-4
• 化学式: C₂₅H₁₇ClN₂
• 分子量: 380.876
• InChiKey: VSXODGKCVKGXQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  5-(o-chlorophenyl)-3-(2-naphthyl)-1-phenyl-2-pyrazoline 在 溶剂黄146 、 sodium nitrite 作用下， 反应 0.01h， 以78%的产率得到5-o-chlorophenyl-3-(2-naphthyl)-1-phenylpyrazole
  参考文献：
  名称：

  微波促进氧化亚硝酸钠和硝酸钠分别原位生成NO +和NO 2+，促进1,3,5-三取代的4,5-二氢-1 H-吡唑的氧化

  摘要：

  在乙酸下，由亚硝酸钠和硝酸钠分别原位生成NO +和NO 2 +，可以有效地进行1,3,5-三取代的4,5-二氢-1 H-吡唑的微波辅助芳构化。反应条件温和，收率高至优异。

  DOI：

  10.1002/jhet.5570450241

文献信息

• <i>N</i>,<i>N</i>′,<i>N</i>,<i>N</i>′-TETRABROMO-BENZENE-1,3-DISULFONYLAMIDE AS A NOVEL REAGENT FOR OXIDATIVE AROMATIZATION OF 1,3,5-TRISUBSTITUTED PYRAZOLINES UNDER HETEROGENEOUS AND SOLVENT-FREE CONDITIONS
  作者：Ramin Ghorbani-Vaghei、Davood Azarifar、Ardeshir Khazaei、Behrooz Maleki

  DOI：10.1080/10426500490466797

  日期：2004.9

  1,3,5-Trisubstituted pyrazolines were converted to the corresponding pyrazoles in good yields under heterogeneous and solvent-free conditions by N,N′,N,N′-tetrabromo-benzene-1,3-disulfonylamide [TBBDA] at ambient temperature.

  在环境温度下，N,N',N,N'-四溴-苯-1,3-二磺酰胺 [TBBDA] 在非均相和无溶剂条件下将 1,3,5-三取代的吡唑啉以良好的产率转化为相应的吡唑.
• Mild Oxidation of 1,3,5-Trisubstituted Pyrazolines with N-Bromo-sulphonamides
  作者：Ramin Ghorbani-Vaghei、Davood Azarifar、Behrooz Maleki

  DOI：10.1002/jccs.200400200

  日期：2004.12

  1,3,5-Trisubstituted pyrazolines to pyrazoles are carried out efficiently in the presence of new reagents N,N,N',N'-tetrabromo-benzene-1,3-disulfonylamine [TBBDA] and N,N'-dibromo-N,N'-1,2-ethanediylbis-(p-toluenesulphonamide) [BNBTS] in solvent-free conditions with catalytic amounts of SiO 2 under microwave irradiation in high yields.

  在新试剂 N,N,N',N'-四溴苯-1,3-二磺酰胺 [TBBDA] 和 N,N'-二溴- N,N'-1,2-乙二基双-(对甲苯磺酰胺) [BNBTS] 在无溶剂条件下和催化量的 SiO 2 在微波照射下以高产率。
• Trichloroisocyanuric acid as a novel oxidizing agent for the oxidation of 1,3,5-trisubstituted pyrazolines under both heterogeneous and solvent free conditions
  作者：Mohammad Ali Zolfigol、Davood Azarifar、Behrooz Maleki

  DOI：10.1016/j.tetlet.2004.01.038

  日期：2004.3

  Trichloroisocyanuric acid is used as an effective oxidizing agent for the oxidation of 1,3,5-trisubstituted pyrazolines to their corresponding pyrazoles under both heterogeneous and also solvent free conditions with good yields at room temperature.

  三氯异氰尿酸用作一种有效的氧化剂，可在非均相和无溶剂条件下，在室温下以良好的收率将1,3,5-三取代的吡唑啉氧化成其相应的吡唑。
• Microwave-assisted Aromatization of 1,3,5-Trisubstituted 2-Pyrazolines by Silica-supported N-Bromosuccinimide as a Useful Reagent under Solvent Free ‘Dry’ Condition
  作者：Davood Azarifar、Behrooz Maleki

  DOI：10.3987/com-04-10276

  日期：——

  An efficient aromatization of 1,3,5-trisubstituted 2-pyrazolines to their corresponding pyrazoles by NBS was carried out under microwave irradiation and solvent-free conditions in moderate yields. It has also been observed that, by activating the NBS reagent on silica gel as a support the reaction times can be dramatically reduced and good yields are obtained.

  在微波辐射和无溶剂条件下，NBS 将 1,3,5-三取代的 2-吡唑啉高效芳构化为相应的吡唑，收率适中。还观察到，通过在硅胶上活化 NBS 试剂作为载体，可以显着缩短反应时间并获得良好的收率。
• An efficient oxidation of 2-pyrazolines and isoxazolines by bis-bromine-1,4-diazabicyclo[2.2.2]octane complex (DABCO-Br2)
  作者：Davood Azarifar、Kaveh Khosravi、Rahman Ali Veisi

  DOI：10.3998/ark.5550190.0011.917

  日期：——

  An efficient and simple procedure has been developed for the oxidation of 1,3,5-trisubstituted 4,5-dihydro-1H-pyrazoles and -isoxazoles to their corresponding aromatic derivatives promoted by bis-bromine-1,4-diazabicyclo[2.2.2]octane complex (DABCO-Br2) in acetic acid at room temperature. The products 2-pyrazoles and isoxazoles were produced in good to excellent 87-95 % and 78-95 % yields respectively

  已开发出一种有效且简单的程序，用于在双溴-1,4-二氮杂双环 [2.2] 的促进下将 1,3,5-三取代的 4,5-二氢-1H-吡唑和 -异恶唑氧化成相应的芳族衍生物。 2] 辛烷配合物 (DABCO-Br2) 在室温下的乙酸中。产物2-吡唑和异恶唑的产率分别为87-95%和78-95%。