4-chlorophenacyl bromide O-methyloxime | 152801-67-7

• 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: 4-chlorophenacyl bromide O-methyloxime
• 英文别名: 2-bromo-1-(4-chlorophenyl)-N-methoxyethanimine
• CAS: 152801-67-7
• 化学式: C₉H₉BrClNO
• 分子量: 262.534
• InChiKey: NPAHWSUAQZFFLK-UHFFFAOYSA-N

物化性质

• 沸点：
  286.0±50.0 °C(Predicted)
• 密度：
  1.44±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-chlorophenacyl bromide O-methyloxime 在 镍 盐酸 、 氢气 作用下， 以 乙醇 为溶剂， 100.0 ℃ 、8.0 MPa 条件下， 生成 2-amino-2-(4-chlorophenyl)ethylphosphonic acid
  参考文献：
  名称：

  Maier, Ludwig; Diel, Peter J., Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 107, # 1-4, p. 245 - 256

  摘要：

  DOI：
• 作为产物：
  描述：

  甲氧基胺盐酸盐 、 2'-溴-4-氯苯乙酮 以 二甲基亚砜 为溶剂， 反应 8.0h， 生成 4-chlorophenacyl bromide O-methyloxime
  参考文献：
  名称：

  Discovery of a novel oxime ether scaffold as potent and orally bioavailable free fatty acid receptor 1 agonists

  摘要：

  游离脂肪酸受体1（FFA1）在胰岛β细胞中起着放大葡萄糖刺激胰岛素分泌的关键作用。

  DOI：

  10.1039/c6ra07356e

文献信息

• Organic compounds
  申请人：Bayer Aktiengesellschaft

  公开号：US06313344B1

  公开（公告）日：2001-11-06

  Compounds of formula (I), wherein either X is CH or N, Y is OR1 and Z is O, or X is N, Y is NHR8 and Z is O, S or S(═O); R1, R2 and R3 are as defined according to the specification; m is 0, 1 or 2; R5 is, for example, halogen, C1-C6alkyl, halo-C1-C6alkyl or C3-C6cycloalkyl; n is 0, 1, 2, 3 or 4; R9 is methyl, fluoromethyl or difluoromethyl; A and R7 are as defined according to the specification; D is O, S, —S(═O) or S(═O)2; G is C1-C6aalkylene; T—R6 is R6, —C(═N—O—A1—R77)—R6; —SiR14(R15)—R6; —C(═O)—R6; —C(R16)═C(R17)—R6, —C≡C—R6 or —D—R6; R6 is C1-C4alkyl or unsubstituted or substituted aryl or heteroaryl; A1 and R77 are as defined above for A and R7; L is U—R18, P(OR)vR11R12, P(S)wR11R12 or N(aryl)R13; v and w are 0 or 1; U—R18 is —C(═O)—C(═O)—R18; —C(OH)—C(OH)—R18; —C(═N—O—A1—R7)—R18; a is 0 or 1; b is 0 or 1; R11, R12 and R13 are, for example, C1-C6alkyl, halo-C1-C6alkyl or C3-C6cycloalkyl; R14 and R15 are each independently of the other C1-C4alkyl; R16 and R17 are each independently of the other hydrogen, C1-C4alkyl or halogen and R18 is R5; and, where applicable, their possible E/Z isomers, mixtures of E/Z isomers and/or tautomers, in each case in free form or in salt form, a method of controlling pests, a process for the preparation of those compounds and their use are described.

  式（I）的化合物，其中X为CH或N，Y为OR1，Z为O，或X为N，Y为NHR8，Z为O，S或S（═O）；R1、R2和R3如规范中所定义；m为0、1或2；R5为例如卤素、C1-C6烷基、卤代C1-C6烷基或C3-C6环烷基；n为0、1、2、3或4；R9为甲基、氟甲基或二氟甲基；A和R7如规范中所定义；D为O、S、—S(═O)或S(═O)2；G为C1-C6烷基；T—R6为R6、—C(═N—O—A1—R77)—R6；—SiR14(R15)—R6；—C(═O)—R6；—C(R16)═C(R17)—R6、—C≡C—R6或—D—R6；R6为C1-C4烷基或未取代或取代的芳基或杂环烷基；A1和R77如上述A和R7所定义；L为U—R18、P(OR)vR11R12、P(S)wR11R12或N(芳基)R13；v和w为0或1；U—R18为—C(═O)—C(═O)—R18；—C(OH)—C(OH)—R18；—C(═N—O—A1—R7)—R18；a为0或1；b为0或1；R11、R12和R13为例如C1-C6烷基、卤代C1-C6烷基或C3-C6环烷基；R14和R15各自独立地为C1-C4烷基；R16和R17各自独立地为氢、C1-C4烷基或卤素，R18为R5；以及在游离形式或盐形式中，所述E/Z异构体、E/Z异构体混合物和/或互变异构体的可能性及其使用方法的控制害虫的方法，制备这些化合物的过程以及它们的用途。
• Synthesis of allyl-aziridines from α-halo oxime ethers and allyl zinc bromides
  作者：Songlin Zheng、Songlin Zhang

  DOI：10.1039/c5ra26394h

  日期：——

  A novel method for the preparation of substituted allyl aziridines by reaction of α-halo with allylic zinc reagents in mild conditions is reported in this paper. The present method complements the existing synthetic methods due to some advantages offered by the use of organozinc reagents, which are easily prepared, relatively stable and non-toxic, and more selective than Grignard reagents.

  本文报道了一种在温和条件下通过α-卤代与烯丙基锌试剂反应制备取代的烯丙基氮丙啶的新方法。由于使用有机锌试剂提供的一些优点，本方法是对现有合成方法的补充，有机锌试剂易于制备，相对稳定且无毒，并且比格氏试剂更具选择性。
• Ytterbium-mediated synthesis of 2,4-diarylpyrroles from α-bromo oxime ethers
  作者：Xinxin Zhang、Songlin Zheng、Songlin Zhang

  DOI：10.1039/c7ra10909a

  日期：——

  A novel and efficient ytterbium promoted reductive cyclisation dimerization of α-bromo-oxime ethers affording 2,4-diarylpyrroles with high regioselectivity has been developed. Compared with the reported synthesis methods, the method has the following advantages: readily available and safe starting material, one-pot single step operation and mild and neutral reaction conditions.

  已经开发出新颖且有效的promote促进了α-溴肟醚的还原环化二聚化，其提供了具有高区域选择性的2，4-二芳基吡咯。与报道的合成方法相比，该方法具有以下优点：容易获得和安全的起始原料，一锅单步操作以及温和和中性的反应条件。
• Maier, Ludwig; Diel, Peter J., Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 107, # 1-4, p. 245 - 256
  作者：Maier, Ludwig、Diel, Peter J.

  DOI：——

  日期：——
• Discovery of a novel oxime ether scaffold as potent and orally bioavailable free fatty acid receptor 1 agonists
  作者：Zheng Li、Jianyong Yang、Weijie Gu、Guoshen Cao、Xiaoting Fu、Xuedan Sun、Yu Zhang、Hui Jin、Wenlong Huang、Hai Qian

  DOI：10.1039/c6ra07356e

  日期：——

  The free fatty acid receptor 1 (FFA1) plays a key role in amplifying glucose-stimulated insulin secretion in pancreatic β-cells.

  游离脂肪酸受体1（FFA1）在胰岛β细胞中起着放大葡萄糖刺激胰岛素分泌的关键作用。