2-chloro-N-(pyridin-4-ylmethyl)acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-chloro-N-(pyridin-4-ylmethyl)acetamide
• 英文别名: N-(4-pyridylmethyl)chloroacetamide；N-(pyridin-4-ylmethyl)chloroacetamide
• 化学式: C₈H₉ClN₂O
• mdl: MFCD02807834
• 分子量: 184.625
• InChiKey: IQFAKYPKZTXHMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-N-(pyridin-4-ylmethyl)acetamide 在 双氧水 、 溶剂黄146 、 尿素 作用下， 反应 10.0h， 生成 2-chloro-N-(N-oxide-pyridin-4-ylmethyl)acetamide
  参考文献：
  名称：

  Methyltrioxorhenium-catalyzed epoxidation of olefins with hydrogen peroxide as an oxidant and pyridine N-oxide ionic liquids as additives

  摘要：

  Four ionic liquids (ILs) with both a pyridine N-oxide moiety and an imidazolium moiety combined by an amide spacer were synthesized through a series of reactions including amidation, peroxidation, quaterization and anion exchange reaction. Their structures were fully characterized by H-1 NMR, FT-IR, UV-vis and HR-MS. The ionic liquids were used respectively as additives in the methyltrioxorhenium (MTO) catalyzed epoxidation of olefins with 30% H2O2 as an oxidant. The catalytic results displayed that the ILs had excellent performances in suppressing epoxide ring-opening reaction, which led to the significant improvement of the selectivity of the MTO-catalyzed epoxidation with low loadings compared to other substances as additives. The coexistence of the pyridine N-oxide and imidazolium moieties in the structures of ILs is necessary in improving the MTO-catalyzed epoxidation reaction. It was also displayed that the improvement degree on the selectivity of epoxidation depended on the type of anion of the ILs, but not the position of the substituent with imidazolium moiety in the ring of pyridine N-oxide. Meanwhile, the results also showed that the introduction of the ILs caused the decrease of the epoxidation rate, but this side effect was small compared to those of other substances used as additives. (c) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molcata.2012.09.017
• 作为产物：
  描述：

  4-甲氨基吡啶 、 氯乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-chloro-N-(pyridin-4-ylmethyl)acetamide
  参考文献：
  名称：

  Chemical compounds

  摘要：

  2-(2-羟基-3-苯氧基丙基氨基)乙基苯氧乙酰胺化合物被披露为治疗肥胖和相关疾病的有效药物。描述了它们的制备方法，以及包含它们的新型中间体和药物组合物。

  公开号：

  US04999377A1

文献信息

• Chemical compounds
  申请人：Imperial Chemical Industries PLC

  公开号：US04999377A1

  公开（公告）日：1991-03-12

  2-(2-Hydroxy-3-phenoxypropylamino)ethylphenoxyacetamide compounds are disclosed as useful in the treatment of obesity and related conditions. Processes for their preparation are described, as are novel intermediates and pharmaceutical compositions containing them.

  2-(2-羟基-3-苯氧基丙基氨基)乙基苯氧乙酰胺化合物被披露为治疗肥胖和相关疾病的有效药物。描述了它们的制备方法，以及包含它们的新型中间体和药物组合物。
• 2-Hydroxy-3-thienyloxypropylamino derivatives
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0386920A3

  公开（公告）日：1991-11-27

  2-Hydroxy-3-thienyloxypropylamino compounds are described as useful in the treatment of obesity and related conditions. Processes for their preparation are described, as are novel intermediates and pharmaceutical compositions containing them.

  2-羟基-3-噻吩氧丙基胺类化合物被描述为在治疗肥胖和相关疾病方面有用。描述了它们的制备过程，以及包含它们的新型中间体和制药组合物。
• Chemodivergent Staudinger Reactions of Secondary Phosphine Oxides and Application to the Total Synthesis of LL–D05139β Potassium Salt
  作者：Wenjun Luo、Fang Xu、Zhenguo Wang、Jiyan Pang、Zixu Wang、Zhixiu Sun、Aiyun Peng、Xiaohui Cao、Le Li

  DOI：10.1002/anie.202310118

  日期：2023.10.9

  Unprecedented chemodivergent Staudinger reactions of secondary phosphine oxides (SPO) have been developed. Reagent-controlled 1- or 2-nitrogen atom exclusions from azides have been achieved. Conversion of a chiral SPO to a phosphinic amide was stereoretentive, and the potassium salt of natural product LL-D05139β was synthesized for the first time.

  二级氧化膦 (SPO) 史无前例的化学发散施陶丁格反应已经开发出来。已经实现了试剂控制的 1-或 2-氮原子从叠氮化物中的排除。手性SPO立体保留转化为次膦酰胺，首次合成了天然产物LL-D05139β的钾盐。
• 2-(2-Hydroxy-3-phenoxypropylamino)ethylphenoxyacetamides and processes and intermediates for their preparation
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0328251A2

  公开（公告）日：1989-08-16

  2-(2-Hydroxy-3-phenoxypropylamino)ethylphenoxyacetamide compounds are disclosed as useful in the treatment of obesity and related conditions. Processes for their preparation are described, as are novel intermediates and pharmaceutical compositions containing them.

  2-(2-羟基-3-苯氧基丙基氨基)乙基苯氧基乙酰胺化合物被公开用于治疗肥胖症和相关疾病。介绍了制备这些化合物的工艺，以及含有这些化合物的新型中间体和药物组合物。
• US4999377A
  申请人：——

  公开号：US4999377A

  公开（公告）日：1991-03-12