N-acetyl-2,6-difluorobenzamide | 666701-53-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-acetyl-2,6-difluorobenzamide
• 英文别名: (C6H3F2-2,6)C(O)NHC(O)Me
• CAS: 666701-53-7
• 化学式: C₉H₇F₂NO₂
• 分子量: 199.157
• InChiKey: LIXDDHGGXIUMLG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (C6H3F2-2,6)C(O)NHNi(Me)(PMe3)2 在 一氧化碳 作用下， 以 四氢呋喃 为溶剂， 20.0 ℃ 、100.0 kPa 条件下， 反应 12.0h， 以56.4%的产率得到N-acetyl-2,6-difluorobenzamide
  参考文献：
  名称：

  Carbonylative formation of N-acetyl-2,6-difluorobenzamide through N–H bond activation of 2,6-difluorobenzamide with Ni(II) complex supported with phosphine ligands

  摘要：

  Fluorinated imide, N-acetyl-2,6-difluorobenzamide (C6H3F2-2,6)C(O)NHC(O) Me 2, could be obtained through one-pot reaction of NiMe2(PMe3)(3) with 2,6-difluorobenzamide (C6H3F2-2,6)C(O)NH2 1 in CO atmosphere. A postulated reaction mechanism via N-H bond cleavage and carbonylative reductive elimination on nickel center was partly experimentally confirmed. An important intermediate (C6H3F2-2,6)C(O)HNNiMe(PMe3)(2) 3 was isolated and structurally characterized. (C) 2011 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2011.04.035

文献信息

• Palladium‐Catalyzed Solvent‐Controlled Selective Synthesis of Acyl Isoureas and Imides from Amides, Isocyanides, Alcohols and Carboxylates
  作者：Ming Cao、Liqiu Liu、Shi Tang、Zhiyuan Peng、Yingchun Wang

  DOI：10.1002/adsc.201801245

  日期：2019.4.16

  A highly selective synthesis of acyl isoureas and imides from readily accessible amides, isocyanides, alcohols and carboxylates based on reaction solvent selection is described. In the presence of a catalytic amount of [1,1′‐bis(diphenylphosphino)ferrocene]dichloropalladium(II) and cupric acetate, treatment of amides and isocyanides in alcohols at 60 °C provided acyl isoureas in high yields. Interestingly

  描述了基于反应溶剂的选择，由易于获得的酰胺，异氰酸酯，醇和羧酸酯高度选择性地合成酰基异脲和酰亚胺的方法。在催化量的[1,1'-双（二苯基膦基）二茂铁]二氯钯（II）和乙酸铜的存在下，在60°C的条件下处理醇中的酰胺和异氰化物可提供高产率的酰基异脲。有趣的是，当使用其他溶剂（例如乙腈）代替醇时，酰亚胺是通过酰胺直接与羧酸盐作为酰基源进行N酰化而以良好或优异的收率生产的。该协议为异脲和酰亚胺提供了一种有吸引力的替代方法。
• SUBSTITUTED PYRIMIDINE ETHER COMPOUNDS AND THEIR USE
  申请人：Sinochem Corporation

  公开号：EP2149564A1

  公开（公告）日：2010-02-03

  The invention relates to substituted pyrimidine ether compounds having general formula I: The groups are as defined as specification. The compounds of formula I show high insecticidal activities for imagoes, larvae and nits of harmful acari and insects in the agricultural, civil and zoic fields, especially show excellent insecticidal activities for harmful acari such as Tetranychus cinnabarinus. Good effects can be obtained at very low dose. The compounds also exhibit preferably fungicidal activity. Wherefore, the invention also comprises the uses of compounds of formula I as insecticides, acaricides and/or fungicides in agricultural and other fields.

  本发明涉及通式 I 的取代嘧啶醚化合物： 基团如说明书所定义。 式 I 的化合物对农业、民用和动物领域中的有害吸虫和昆虫的成虫、幼虫和虫卵具有很高的杀虫活性，特别是对有害吸虫（如朱砂蝇）具有很好的杀虫活性。用很低的剂量就能获得很好的效果。这些化合物还具有较好的杀真菌活性。因此，本发明还包括将式 I 化合物用作农业和其他领域的杀虫剂、杀螨剂和/或杀菌剂。
• Substituted Pyrimidine Ether Compounds and use thereof
  申请人：Liu Changling

  公开号：US20100113490A1

  公开（公告）日：2010-05-06

  The invention relates to substituted pyrimidine ether compounds having general formula I: The groups are as defined as specification. The compounds of formula I show high insecticidal activities for imagoes, larvae and nits of harmful acari and insects in the agricultural, civil and zoic fields, especially show excellent insecticidal activities for harmful acari such as Tetranychus cinnabarinus . Good effects can be obtained at very low dose. The compounds also exhibit preferably fungicidal activity. Wherefore, the invention also comprises the uses of compounds of formula I as insecticides, acaricides and/or fungicides in agricultural and other fields.
• US8383640B2
  申请人：——

  公开号：US8383640B2

  公开（公告）日：2013-02-26
• Carbonylative formation of N-acetyl-2,6-difluorobenzamide through N–H bond activation of 2,6-difluorobenzamide with Ni(II) complex supported with phosphine ligands
  作者：Chenggen Wang、Hongjian Sun、Qingping Hu、Xiaoyan Li

  DOI：10.1016/j.jorganchem.2011.04.035

  日期：2011.8

  Fluorinated imide, N-acetyl-2,6-difluorobenzamide (C6H3F2-2,6)C(O)NHC(O) Me 2, could be obtained through one-pot reaction of NiMe2(PMe3)(3) with 2,6-difluorobenzamide (C6H3F2-2,6)C(O)NH2 1 in CO atmosphere. A postulated reaction mechanism via N-H bond cleavage and carbonylative reductive elimination on nickel center was partly experimentally confirmed. An important intermediate (C6H3F2-2,6)C(O)HNNiMe(PMe3)(2) 3 was isolated and structurally characterized. (C) 2011 Elsevier B. V. All rights reserved.