1-(4-Chlorophenyl)-3-(2-phenyltriazol-4-yl)prop-2-en-1-one | 148649-12-1

• 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)-3-(2-phenyltriazol-4-yl)prop-2-en-1-one
• CAS: 148649-12-1
• 化学式: C₁₇H₁₂ClN₃O
• 分子量: 309.755
• InChiKey: SMGITGSIJJOYPK-UHFFFAOYSA-N

物化性质

• 沸点：
  520.5±60.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-Chlorophenyl)-3-(2-phenyltriazol-4-yl)prop-2-en-1-one 在 potassium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 反应 4.0h， 生成 2-(5-(2-(4-bromophenyl)-2H-1,2,3-triazol-4-yl)-3-(4-methoxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)-4-(4-methoxyphenyl)thiazole
  参考文献：
  名称：

  Synthesis and Spectral Characterization of Some Novel Thiazolyl-Pyrazoline Derivatives Containing 1,2,3-Triazole Moiety

  摘要：

  A series of novel 3-aryl-5-(2-aryl-1,2,3-triazol-4-yl)-1-(4-aryl-2-thiazoyl)pyrazolines 6a-6r were synthesized using 2-aryl-4-formyl-1,2,3-triazoles 1a, b as the starting materials. Thus, reacting 1a, b with 1-arylethanones 2a-2c gave 1-aryl-3-(2-aryl-1,2,3-triazol4- yl)-2-propen-1-ones 3a-3f. The reaction of the latter with thiosemicarbazide afforded 3-aryl-5-(2-aryl-1,2,3-triazol-4-yl)-1-thiocarbamoyl-pyrazolines 4a-4f, which condensed with 2-bromo-1-arylethanones 5a-5c to afford the target compounds 6a-6r. The chemical structures of the compounds were verified by means of their IR, (1)H NMR, ESI-MS spectroscopic data, and elemental analysis.

  DOI：

  10.1080/10426507.2010.494647
• 作为产物：
  描述：

  2-苯基-1,2,3-三唑-4-甲醛 、 对氯苯乙酮 生成 1-(4-Chlorophenyl)-3-(2-phenyltriazol-4-yl)prop-2-en-1-one
  参考文献：
  名称：

  1,3-偶极环加成反应合成具有1,2,3-三唑部分的新型异恶唑啉/吡唑衍生物

  摘要：

  带有1,2,3-三唑部分的α，β-不饱和酮的1,3-偶极环加成反应与腈和sydnones得到一系列新的3,4,5-三取代异恶唑啉（5a，5b，5c，5d，5e，5f，5g，5h）和1,3,4-三取代的吡唑（7a，7b，7c，7d，7e，7f，7g，7h）在单个分子支架中具有不同的活性药效团。根据IR确定目标化合物的结构，1 H NMR，质谱，元素分析和X射线晶体学分析。

  DOI：

  10.1002/jhet.1527

文献信息

• Catalytic conjugate addition of indole to α,β-unsaturated ketones by Co(ClO4)2·6H2O/bis-Schiff base complexes
  作者：Yong Hai Hui、Chun Mei Chen、Zheng Feng Xie

  DOI：10.1016/j.cclet.2012.03.015

  日期：2012.5

  Co(ClO4)2·6H2O/bis-Schiff base complexes promoted the conjugate addition of indole to α,β-unsaturated ketones under mild conditions, giving the corresponding addition products with high yields. And the complex has been characterized with XRD and IR.

  Co（ClO 4）2 ·6H 2 O /双-席夫碱配合物在温和条件下促进了吲哚向α，β-不饱和酮的共轭加成反应，从而以高收率得到了相应的加成产物。并用XRD和IR对复合物进行了表征。
• An Efficient Synthesis of 1-Aryl-3-(indole-3-yl)-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-one Catalyzed by a Brønsted Acid Ionic Liquid
  作者：Chen-Jiang Liu、Chuan-Ji Yu

  DOI：10.3390/molecules15129197

  日期：——

  An efficient synthesis of novel 1-aryl-3-(indole-3-yl)-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-ones from indoles and 1-aryl-3-(2-aryl-1,2,3-triazol-4-yl)propan-1-one using a Brønsted acid ionic liquid [Sbmim][HSO4] as catalyst is described. Satisfactory results with excellent yields and short reaction time were obtained in the experiments. The catalyst could be recovered conveniently and reused efficiently.

  介绍了一种以吲哚和 1-芳基-3-(2-芳基-1,2,3-三唑-4-基)丙-1-酮为原料，使用布氏酸离子液体 [Sbmim][HSO4]为催化剂，高效合成新型 1-芳基-3-(吲哚-3-基)-3-(2-芳基-1,2,3-三唑-4-基)丙-1-酮的方法。实验结果令人满意，产率高，反应时间短。催化剂可以方便地回收并有效地重复使用。
• Synthesis of 1,5-Benzodiazepine Derivatives Containing 1,2,3-Triazole Moiety via 1,3-Dipolar Cycloaddition Reaction
  作者：Zhi-Qiang Dong、Hai Shi、Sen-Lin Chen、Hong-Xiang Chen、Wei-Bin Jiang、Fang-Ming Liu、Mei-Lin Hong

  DOI：10.1002/jhet.1733

  日期：2014.11

  A series of 1,5‐benzodiazepine derivatives were synthesized by the reaction of 1,5‐benzodiazepine containing 1,2,3‐triazole moiety with benzohydroximinoyl chlorides at room temperature. The structural identities of these novel compounds were confirmed on the basis of IR, 1H NMR, mass spectral and elemental analysis data, and by X‐ray crystallographic analysis of a typical example of the new class of 1,5‐benzodiazepine analogs.