(1-乙基咪唑-2-基)-苯基-甲酮 | 864231-66-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: (1-乙基咪唑-2-基)-苯基-甲酮
• 英文名称: (1-Ethyl-1H-imidazol-2-YL)(phenyl)methanone
• 英文别名: (1-ethylimidazol-2-yl)-phenylmethanone
• CAS: 864231-66-3
• 化学式: C₁₂H₁₂N₂O
• 分子量: 200.24
• InChiKey: PACKGQQUIGILDX-UHFFFAOYSA-N

物化性质

• 沸点：
  362.2±25.0 °C(Predicted)
• 密度：
  1.10±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  34.9
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  2,2,2-trichloroethoxycarbonyl azide 、 (1-乙基咪唑-2-基)-苯基-甲酮 在 bis[dichloro(pentamethylcyclopentadienyl)iridium(III)] 、 lithium acetate 、 silver(I) acetate 、 四(3,5-二(三氟甲基)苯基)硼酸钠 作用下， 以 1,2-二氯乙烷 为溶剂， 以31%的产率得到2,2,2-trichloroethyl (2-(1-ethyl-1H-imidazole-2-carbonyl)phenyl)carbamate
  参考文献：
  名称：

  Ir(III)-Catalyzed C(sp²)–H Amidation of 2-Aroylimidazoles with 2,2,2-Trichloroethoxycarbonyl Azide (TrocN₃)

  摘要：

  2-trichloroethyl azide (TrocN3) as an amidating reagent is reported. The reaction proceeds smoothly, even at room temperature, and various important functional groups are tolerated. The results of deuterium-labeling experiments indicate that C–H bond cleavage is irreversible and does not appear to be the rate-determining step. The presence of an electron-donating group on the phenyl ring in the 2-aroylimidazole

  DOI：

  10.1021/acs.joc.2c02056

文献信息

• Pd‐catalyzed oxidative coupling of 2‐aroylimidazoles with benzyl alcohols: Access to imidazole functionalized phthalazines and phthalazin‐1(2 <i>H</i> )‐ones
  作者：Ruike Zhang、Yuqiu Guan、Baodong Tian、Yong Liu、Zhangpei Chen、Jianshe Hu

  DOI：10.1002/aoc.7060

  日期：2023.4

  conditions has been achieved to furnish a variety of carbonyl functionalized 2-aroylimidazoles in moderate to good yields. The obtained products could be selectively transformed to the corresponding phthalazines and phthalazin-1(2H)-ones with hydrazine hydrate as the cyclization partner under different reaction temperature and construct an array of structurally diverse nitrogen-containing heterocycles.

  钯催化的 2-芳酰咪唑与芳香醛或苯甲醇在氧化条件下的直接氧化偶联反应已经实现，以提供各种羰基官能化的 2-芳酰咪唑，收率中等至良好。所获得的产物可以在不同反应温度下以水合肼为环化配偶体选择性地转化为相应的酞嗪和酞嗪-1(2 H )-化合物，构建一系列结构多样的含氮杂环化合物。
• Ir(III)-Catalyzed C(sp²)–H Amidation of 2-Aroylimidazoles with 2,2,2-Trichloroethoxycarbonyl Azide (TrocN₃)
  作者：Sanjit K. Mahato、Tianhao Zhang、Naoto Chatani

  DOI：10.1021/acs.joc.2c02056

  日期：2022.12.16

  2-trichloroethyl azide (TrocN3) as an amidating reagent is reported. The reaction proceeds smoothly, even at room temperature, and various important functional groups are tolerated. The results of deuterium-labeling experiments indicate that C–H bond cleavage is irreversible and does not appear to be the rate-determining step. The presence of an electron-donating group on the phenyl ring in the 2-aroylimidazole