1-chloro-3-(phenylamino)propan-2-one | 1221170-64-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-chloro-3-(phenylamino)propan-2-one
• 英文别名: 1-Anilino-3-chloropropan-2-one；1-anilino-3-chloropropan-2-one
• CAS: 1221170-64-4
• 化学式: C₉H₁₀ClNO
• 分子量: 183.637
• InChiKey: JCJCBXVZGAWSAF-UHFFFAOYSA-N

物化性质

• 熔点：
  84-85 °C
• 沸点：
  325.7±22.0 °C(Predicted)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  methyl (3-chloro-2-oxopropyl)phenylcarbamate 在 碘代三甲硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 5.25h， 以76%的产率得到1-chloro-3-(phenylamino)propan-2-one
  参考文献：
  名称：

  First General Route to Substituted α-Arylamino-α′-chloropropan-2-ones by Oxidation of N-Protected Aminohalohydrins: The Importance of Disrupting Hydrogen Bond Networks

  摘要：

  通过红外光谱和计算机建模证实，δ-芳香族氨基醇中存在分子内和分子间氢键网络，这抑制了它们氧化成相应的δ-氨基酮。一个简单的方案，包括高区域选择性保护（作为氨基甲酸酯）和随后的 Dess-Martin 高碘烷氧化，可得到接近定量产率的所需 N 保护酮，用碘三甲基硅烷温和处理后，可得到一系列不同官能化的δ-±-芳基氨基-δ′-氯酮。

  DOI：

  10.1055/s-0030-1257938

文献信息

• Highly Efficient Synthesis of New α-Arylamino-α′-chloropropan-2-ones via Oxidative Hydrolysis of Vinyl Chlorides Promoted by Calcium Hypochlorite
  作者：Vittorio Pace、Fernando Martínez、María Fernández、José V. Sinisterra、Andrés R. Alcántara

  DOI：10.1002/adsc.200900565

  日期：2009.12

  The oxidative hydrolysis of different trifluoroacetyl-protected N-(2-chloroallyl)anilines, promoted by calcium hypochlorite, is able to yield several not previously described α-arylamino-α′-chloropropan-2-ones, very valuable building blocks that are useful as precursors of several drugs, in excellent yields and short reaction times. The main requirement of the reaction for avoiding the undesired aromatic

  由次氯酸钙促进的不同三氟乙酰基保护的N-（2-氯烯丙基）苯胺的氧化水解能够产生几种先前未描述的α-芳基氨基-α'-氯丙烷-2-酮，这是非常有用的重要组成部分作为几种药物的前体，具有优异的收率和较短的反应时间。通过使用易于形成和除去的N-三氟乙酰基，可以有效地解决为避免不希望的芳族氯化反应（N-保护）而进行的反应的主要要求。因此，可以使用一锅法进行氧化水解-脱保护步骤，从而在非常短的反应时间内获得定量的产率。
• Olefin polymerization catalyst and process and polymer, polymer derivatives, lubricants and fuels thereof
  申请人：——

  公开号：US20040118035A1

  公开（公告）日：2004-06-24

  This invention is directed to a catalyst and an associated process for polymerizing olefins or olefin-containing compounds, to corresponding olefin polymers, to derivatives of the olefin polymers, and to lubricant and fuel compositions that include the olefin polymers or their derivatives. The polymerization catalyst is a metal complex and optional cocatalyst where the metal complex is formed from a bidentate ligand having a nitrogen coordinating group and a second coordinating group selected from oxygen, sulfur, selenium and tellurium groups and a metal compound where the metal is a transition metal, boron, aluminum, germanium or tin. Highly branched and reactive ethylene polymers are formed from the catalyst and process of the present invention. The ethylene polymers and their derivatives are useful in various applications including as performance additives in lubricants and fuels.

  本发明涉及一种催化剂及其相关工艺，用于聚合烯烃或含烯烃化合物，制备相应的烯烃聚合物、烯烃聚合物衍生物以及包括烯烃聚合物或其衍生物的润滑剂和燃料组合物。该聚合催化剂是一种金属配合物和可选的协同催化剂，其中金属配合物由一种双齿配体和第二个配位基团组成，所述双齿配体具有一个氮配位基团和从氧、硫、硒和碲基团中选择的第二个配位基团，所述金属化合物中的金属是过渡金属、硼、铝、锗或锡。本发明的催化剂和工艺形成高度分支和反应性的乙烯聚合物。乙烯聚合物及其衍生物可用于各种应用，包括作为润滑剂和燃料中的性能添加剂。
• OLEFIN POLYMERIZATION CATALYST AND PROCESS AND POLYMER, POLYMER DERIVATIVES, LUBRICANTS AND FUELS THEREOF
  申请人：The Lubrizol Corporation

  公开号：EP1282652A2

  公开（公告）日：2003-02-12
• [EN] OLEFIN POLYMERIZATION CATALYST AND PROCESS AND POLYMER, POLYMER DERIVATIVES, LUBRICANTS AND FUELS THEREOF<br/>[FR] CATALYSEUR DE POLYMERISATION D'OLEFINES ET PROCEDE, POLYMERE, DERIVES DE POLYMERE, LUBRIFIANTS ET CARBURANTS OBTENUS A PARTIR DE CES DERNIERS
  申请人：LUBRIZOL CORP

  公开号：WO2001087996A2

  公开（公告）日：2001-11-22

  This invention is directed to a catalyst and an associated process for polymerizing olefins or olefin-containing compounds, to corresponding olefin polymers, to derivatives of the olefin polymers, and to lubricant and fuel compositions that include the olefin polymers or their derivatives. The polymerization catalyst is a metal complex and optional cocatalyst where the metal complex is formed from a bidentate ligand having a nitrogen coordinating group and a second coordinating group selected from oxygen, sulfur, selenium and tellurium groups and a metal compound where the metal is a transition metal, boron, aluminum, germanium or tin. Highly branched and reactive ethylene polymers are formed from the catalyst and process of the present invention. The ethylene polymers and their derivatives are useful in various applications including as performance additives in lubricants and fuels.
• First General Route to Substituted α-Arylamino-α′-chloropropan-2-ones by Oxidation of N-Protected Aminohalohydrins: The Importance of Disrupting Hydrogen Bond Networks
  作者：Andrés Alcántara、Vittorio Pace、Álvaro Cabrera、María Fernández、José Sinisterra

  DOI：10.1055/s-0030-1257938

  日期：2010.10

  The presence of a network of intra- and intermolecular hydrogen bonds in β-arylamino alcohols, confirmed by both IR spectroscopy and computer modeling, inhibits their oxidation to the corresponding α-amino ketones. A straightforward protocol, including highly regioselective protection (as carbamates) and subsequent oxidation with Dess-Martin periodinane, affords near quantitative yields of the desired N-protected ketones, which upon mild treatment with iodotrimethylsilane leads to a series of differently functionalized α-arylamino-α′-chloro ketones.

  通过红外光谱和计算机建模证实，δ-芳香族氨基醇中存在分子内和分子间氢键网络，这抑制了它们氧化成相应的δ-氨基酮。一个简单的方案，包括高区域选择性保护（作为氨基甲酸酯）和随后的 Dess-Martin 高碘烷氧化，可得到接近定量产率的所需 N 保护酮，用碘三甲基硅烷温和处理后，可得到一系列不同官能化的δ-±-芳基氨基-δ′-氯酮。