2-(4-cyanophenoxy)ethanamide | 189329-83-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-(4-cyanophenoxy)ethanamide
• 英文别名: 2-(4-cyanophenoxy)acetamide
• CAS: 189329-83-7
• 化学式: C₉H₈N₂O₂
• mdl: MFCD02256075
• 分子量: 176.175
• InChiKey: HJOKJBKBRZGRKC-UHFFFAOYSA-N

物化性质

• 沸点：
  448.1±25.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  76.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-cyanophenoxy)ethanamide 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 2-(4-Cyanophenoxy)ethanethioamide
  参考文献：
  名称：

  Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor

  摘要：

  DOI：

  10.1016/j.bmcl.2021.127846
• 作为产物：
  描述：

  2-(4-氰基苯氧基)乙酰氯 在 氨 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 2-(4-cyanophenoxy)ethanamide
  参考文献：
  名称：

  Identification of BR102910 as a selective fibroblast activation protein (FAP) inhibitor

  摘要：

  DOI：

  10.1016/j.bmcl.2021.127846

文献信息

• Synthesis of aryloxyacetamides from arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide
  作者：Mengping Guo、Yingmin Li、Yongju Wen、Xiuli Shen

  DOI：10.1039/d2ra07451f

  日期：——

  A novel and metal catalyst-free synthesis of aryloxyacetamides from the corresponding arylboronic acids and 2-bromoacetonitrile promoted by alkaline solutions of hydrogen peroxide has been developed involving an oxidation-reduction of eco-friendly H2O2 with simultaneous reaction ipso-hydroxylation of arylboronic acid and hydration of the nitrile. This protocol is compatible with sensitive substituents

  开发了一种由相应的芳基硼酸和 2-溴乙腈在过氧化氢碱性溶液促进下合成芳氧基乙酰胺的新型无金属催化剂合成方法，涉及环保型 H2O2 的氧化还原反应以及芳基硼酸的同羟基化反应和水合反应腈。该协议与连接到芳基硼酸的敏感取代基兼容，并在纯水中以中等到良好的收率提供所需的产品。
• Process for preparing 4-haloazetidin-2-ones
  申请人：ELI LILLY AND COMPANY

  公开号：EP0060120A1

  公开（公告）日：1982-09-15

  A process for preparing 4-haloazetidinones of the formu- which comprises reacting in an inert solvent at a temperature between about -20°C. and about 45°C. a 4-sulfino- azetidinone of the formula with at least one molar equivalent of a positive halogen reagent, where in the above formulas M is hydrogen, sodium or potassium, X is chloro, bromo, or iodo; R is a carboxy-protecting group; and R, is an acylamido or diacylamido group useful as intermediates for the preparation of β-lactam antibiotics.

  一种制备式-4-卤代氮杂环丁酮的工艺 式的 4-氨基磺氮杂环丁酮与至少一种摩尔当量的正卤素试剂反应。 式中 M 为氢、钠或钾，X 为氯、溴或碘；R 为羧基保护基团；R 为酰氨基或二酰基氨基，可用作制备 β-内酰胺类抗生素的中间体。
• Exploring Rhodium(I) Complexes [RhCl(COD)(PR₃)] (COD = 1,5-Cyclooctadiene) as Catalysts for Nitrile Hydration Reactions in Water: The Aminophosphines Make the Difference
  作者：Eder Tomás-Mendivil、Rocío García-Álvarez、Cristian Vidal、Pascale Crochet、Victorio Cadierno

  DOI：10.1021/cs500241p

  日期：2014.6.6

  Several rhodium(I) complexes, [RhCl(COD)-(PR3)], containing potentially cooperative phosphine ligands, have been synthesized and evaluated as catalysts for the selective hydration of organonitriles into amides in water. Among the different phosphines screened, those of general composition P(NR2)(3) led to the best results. In particular, complex [RhCl(COD)P(NMe2)(3)}] was able to promote the selective hydration of a large range of nitriles in water without the assistance of any additive, showing a particularly high activity with heteroaromatic and heteroaliphatic substrates. Employing this catalyst, the antiepileptic drug rufinamide was synthesized in high yield by hydration of 4-cyano-1-(2,6-difluorobenzyl)-1H-1,2,3-triazole. For this particular transformation, complex [RhCl(COD)P(NMe2)(3)}] resulted more effective than related ruthenium catalysts.
• Process for preparing enamine derivatives, compounds so produced and process for preparing a 3-hydroxy-cephalosporin
  申请人：Lilly Industries Limited

  公开号：EP0019401B1

  公开（公告）日：1984-03-21
• Azetidinone compounds and their preparation
  申请人：ELI LILLY AND COMPANY

  公开号：EP0060119B1

  公开（公告）日：1985-04-10