1-methoxycarbonyl-3-(4-chlorophenyl)-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazole | 1227060-40-3

• 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: 1-methoxycarbonyl-3-(4-chlorophenyl)-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazole
• 英文别名: methyl 3-(4-chlorophenyl)-5-hydroxy-5-(trifluoromethyl)-4H-pyrazole-1-carboxylate
• CAS: 1227060-40-3
• 化学式: C₁₂H₁₀ClF₃N₂O₃
• 分子量: 322.671
• InChiKey: XKDAVAMQEZAHEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  62.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  (E)-4-(4-Chloro-phenyl)-1,1,1-trifluoro-4-methoxy-but-3-en-2-one 、 肼基甲酸甲酯 50.0 ℃ 、234.43 kPa 条件下， 反应 0.1h， 以90%的产率得到1-methoxycarbonyl-3-(4-chlorophenyl)-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazole
  参考文献：
  名称：

  Straightforward microwave-assisted synthesis of 1-carboxymethyl-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1H-pyrazoles under solvent-free conditions

  摘要：

  Abstract magnified image An efficient microwave‐assisted synthesis of 1‐carboxymethyl‐5‐trifluoromethyl‐5‐hydroxy‐4,5‐dihydro‐1H‐pyrazoles from the cyclocondensation reaction between enones [CF3C(O)C(R2) = C(R1)(OR), where R2 = H, Me; R1 = H, Me, Et, Pr, i‐Pr, t‐Bu, i‐Bu, Ph, 4‐NO2‐Ph, 4‐Cl‐Ph, 4‐Br‐Ph, 4‐F‐Ph and R = Me, Et] and methyl hydrazinocarboxylate under solvent‐free conditions is reported. This process is an efficient alternative to the traditional thermal heating and furnishes the heterocyclic compounds in good to excellent yields in a short reaction time. To show the versatility of 1‐carboxymethyl‐5‐trifluoromethyl‐5‐hydroxy‐4,5‐dihydro‐1H‐pyrazoles, dehydration reactions of these compounds are also demonstrated. J. Heterocyclic Chem., (2010).

  DOI：

  10.1002/jhet.309

文献信息

• Straightforward microwave-assisted synthesis of 1-carboxymethyl-5-trifluoromethyl-5-hydroxy-4,5-dihydro-1<i>H</i>-pyrazoles under solvent-free conditions
  作者：Marcos A. P. Martins、Paulo H. Beck、Dayse N. Moreira、Lilian Buriol、Clarissa P. Frizzo、Nilo Zanatta、Helio G. Bonacorso

  DOI：10.1002/jhet.309

  日期：——

  Abstract magnified image An efficient microwave‐assisted synthesis of 1‐carboxymethyl‐5‐trifluoromethyl‐5‐hydroxy‐4,5‐dihydro‐1H‐pyrazoles from the cyclocondensation reaction between enones [CF3C(O)C(R2) = C(R1)(OR), where R2 = H, Me; R1 = H, Me, Et, Pr, i‐Pr, t‐Bu, i‐Bu, Ph, 4‐NO2‐Ph, 4‐Cl‐Ph, 4‐Br‐Ph, 4‐F‐Ph and R = Me, Et] and methyl hydrazinocarboxylate under solvent‐free conditions is reported. This process is an efficient alternative to the traditional thermal heating and furnishes the heterocyclic compounds in good to excellent yields in a short reaction time. To show the versatility of 1‐carboxymethyl‐5‐trifluoromethyl‐5‐hydroxy‐4,5‐dihydro‐1H‐pyrazoles, dehydration reactions of these compounds are also demonstrated. J. Heterocyclic Chem., (2010).