2-(苯基氨基)-1-(对甲苯基)乙酮 | 92850-22-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-(苯基氨基)-1-(对甲苯基)乙酮
• 英文名称: 2-(phenylamino)-1-(p-tolyl)ethanone
• 英文别名: 2-(phenylamino)-1-(p-tolyl)ethan-1-one；1-(4-methylphenyl)-2-(phenylamino)ethanone；p-Toluoyl-phenylamino-methan；2-anilino-1-p-tolyl-ethanone；ω-Anilino-4-methyl-acetophenon；2-Anilino-1-p-tolyl-aethanon；4-Anilinoacetyl-toluol；N-p-Tolacyl-anilin；2-Anilino-1-(4-methylphenyl)ethanone
• CAS: 92850-22-1
• 化学式: C₁₅H₁₅NO
• mdl: MFCD06373951
• 分子量: 225.29
• InChiKey: ZQDKPOUDFAOKKS-UHFFFAOYSA-N

物化性质

• 熔点：
  120-121 °C
• 沸点：
  413.6±28.0 °C(Predicted)
• 密度：
  1.120±0.06 g/cm3(Predicted)
• 溶解度：
  4.1 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(苯基氨基)-1-(对甲苯基)乙酮 以98%的产率得到
  参考文献：
  名称：

  Barton Derek H. R., Chern Ching-Yu, Tachdjian Catherine, Heterocycles, 37 (1994) N 2, S 793-805

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲基-2-氯乙酰苯 生成 2-(苯基氨基)-1-(对甲苯基)乙酮
  参考文献：
  名称：

  Almstroem, Justus Liebigs Annalen der Chemie, 1915, vol. 409, p. 302

  摘要：

  DOI：

文献信息

• One-Pot Metal-Free Cascade Synthesis of 2-(Perfluoroalkyl)pyrroles
  作者：Xuechun Sun、Jing Han、Jie Chen、Hongmei Deng、Min Shao、Hui Zhang、Weiguo Cao

  DOI：10.1002/ejoc.201501010

  日期：2015.11

  An efficient synthesis of 2-(perfluoroalkyl)pyrroles that employs a sequential one-pot three-component reaction between substituted ω-bromoacetophenones, anilines, and methyl perfluoroalk-2-ynoates has been developed. This transition-metal-free cascade process provides a practical way to construct perfluoroalkylated pyrroles in moderate to good yields.

  已开发出一种有效合成 2-（全氟烷基）吡咯的方法，该方法采用取代的 ω-溴苯乙酮、苯胺和全氟烷-2-炔酸甲酯之间的顺序一锅三组分反应。这种无过渡金属的级联工艺提供了一种以中等至良好产率构建全氟烷基化吡咯的实用方法。
• Copper-catalyzed oxidative cross-coupling of α-aminocarbonyl compounds with primary amines toward 2-oxo-acetamidines
  作者：Chuang Chen、Menghua Zhu、Lihui Jiang、Zebing Zeng、Niannian Yi、Jiannan Xiang

  DOI：10.1039/c7ob02012k

  日期：——

  A general and mild method for the construction of a carbon–nitrogen bond via copper-catalyzed oxidative cross-coupling of amines with α-aminocarbonyl compounds was achieved. Amines, either aliphatic primary amines, aromatic primary amines or secondary amines can be used as the starting materials. When R2 was different from R3, two isomers would be observed. Therefore, this reaction system has a broad

  通过胺与α-氨基羰基化合物的铜催化的氧化交叉偶联，实现了构建碳-氮键的通用且温和的方法。胺，脂族伯胺，芳族伯胺或仲胺都可用作起始原料。当R 2与R 3不同时，将观察到两个异构体。因此，该反应系统具有广泛的底物范围，并提供了合成2-氧代-乙s的简便途径。
• Synthesis of ( Z )-nitroalkene derivatives through oxidative dehydrogenation coupling of α -aminocarbonyl compounds with nitromethane by copper catalysis
  作者：Menghua Zhu、De Chen、Sheng Zeng、Chenhu Xing、Wei Deng、Jiannan Xiang、Rui-Jia Wang

  DOI：10.1016/j.tetlet.2018.07.032

  日期：2018.8

  A novel copper-catalyzed cross-dehydrogenative coupling reaction of α-amino carbonyl compounds with nitromethane to synthesis of (Z)-nitroalkene derivatives has been established. (Z)-Nitroalkene derivatives are achieved through the cleavage of sp3 CsbndH bonds and formation of CsbndC double bond, with mild reaction conditions and excellent stereoselectivity.

  建立了一种新型的铜催化的α-氨基羰基化合物与硝基甲烷的交叉脱氢偶联反应，以合成（Z）-硝基烯烃衍生物。（Z）-硝基烯烃衍生物是通过sp 3 CsbndH键的断裂和CsbndC双键的形成而实现的，反应条件温和，立体选择性好。
• Copper-Catalyzed CH Oxidation/Cross-Coupling of α-Amino Carbonyl Compounds
  作者：Ji-Cheng Wu、Ren-Jie Song、Zhi-Qiang Wang、Xiao-Cheng Huang、Ye-Xiang Xie、Jin-Heng Li

  DOI：10.1002/anie.201109027

  日期：2012.4.2

  indoles selectively furnishes 1 and 2 with the aid of tert‐butyl hydroperoxide (TBHP). The method represents the first example of a copper‐catalyzed α arylation of α‐amino carbonyl substrates leading to α‐aryl α‐imino and α‐aryl α‐oxo carbonyl compounds using a CH oxidation strategy.

  保持选择余地：涉及吲哚的新的轻度标题反应借助叔丁基过氧化氢（TBHP）选择性提供1和2。该方法代表了使用CαH氧化策略通过铜催化的α-氨基羰基底物的α芳基化反应生成α-芳基α-亚氨基和α-芳基α-氧代羰基化合物的第一个例子。
• Natural products as sources of new fungicides (V): Design and synthesis of acetophenone derivatives against phytopathogenic fungi in vitro and in vivo
  作者：Wen-Jia Dan、Thi-Mai-Luong Tuong、Da-Cheng Wang、Ding Li、An-Ling Zhang、Jin-Ming Gao

  DOI：10.1016/j.bmcl.2018.07.031

  日期：2018.9

  A series of acetophenone derivatives (10a–10i, 11, 12a–12g, 13a–13g, 14a–14d and 15a–15l) were designed, synthesized and evaluated for antifungal activities in vitro and in vivo. The antifungal activities of 53 compounds were tested against several plant pathogens, and their structure–activity relationship was summarized. Compounds 10a–10f displayed better antifungal effects than two reference fungicides

  一系列苯乙酮衍生物的（10A - 10 1，11，12A - 12克，13A - 13克，14A - 14D和15A - 15升）设计，合成并评价抗真菌活性在体外和体内。测试了53种化合物对几种植物病原体的抗真菌活性，并总结了它们的结构-活性关系。化合物10a – 10f的抗真菌作用比两种参考杀菌剂更好。有趣的是，最有效的化合物10d对Cytospora sp。，Botrytis cinerea，Magnaporthe grisea表现出抗真菌特性，IC 50值为6.0–22.6 µg / mL，尤其是Cytospora sp.。（IC 50  = 6.0 µg / mL）。在体内抗真菌试验中，第10天显示对灰葡萄孢具有55.3％的显着保护作用，对Cytospora sp则具有73.1％的显着保护作用。研究结果表明，10d可能是潜在的农药铅化合物，值得进一步研究。