diethyl (2-acetophenone-4-nitrophenylcarbamoyl)chloromethylphosphonate | 1234198-86-7

• 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: diethyl (2-acetophenone-4-nitrophenylcarbamoyl)chloromethylphosphonate
• 英文别名: N-(2-benzoyl-4-nitrophenyl)-2-chloro-2-diethoxyphosphorylacetamide
• CAS: 1234198-86-7
• 化学式: C₁₉H₂₀ClN₂O₇P
• 分子量: 454.804
• InChiKey: YJOBGBLVOGLRNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  128
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  diethyl (2-acetophenone-4-nitrophenylcarbamoyl)chloromethylphosphonate 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 2.17h， 以96%的产率得到3-chloro-6-nitro-4-phenyl-2-quinolone
  参考文献：
  名称：

  A new general approach to 4-substituted-3-halo-2-quinolones

  摘要：

  A general procedure for the preparation of 4-substituted-3-halo-2-quinolones (halo = F, Cl, Br) utilizing 2-halo diethylphosphonoacetic acids (halo = F, Cl, Br) and o-aminophenylketones as the starting materials is described. The title compounds are obtained by an intramolecular Homer-Wadsworth-Emmons olefination of halogen-containing N-acyl-o-aminophenylketones. The transformation process is generally applicable under mild conditions. (C) 2010 Elsevier B.V All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.01.008
• 作为产物：
  描述：

  diethyl (1,2-dichloro-2-oxoethyl)phosphonate 、 2-氨基-5-硝基二苯甲酮 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 4.67h， 以0.92 g的产率得到diethyl (2-acetophenone-4-nitrophenylcarbamoyl)chloromethylphosphonate
  参考文献：
  名称：

  A new general approach to 4-substituted-3-halo-2-quinolones

  摘要：

  A general procedure for the preparation of 4-substituted-3-halo-2-quinolones (halo = F, Cl, Br) utilizing 2-halo diethylphosphonoacetic acids (halo = F, Cl, Br) and o-aminophenylketones as the starting materials is described. The title compounds are obtained by an intramolecular Homer-Wadsworth-Emmons olefination of halogen-containing N-acyl-o-aminophenylketones. The transformation process is generally applicable under mild conditions. (C) 2010 Elsevier B.V All rights reserved.

  DOI：

  10.1016/j.jfluchem.2010.01.008

文献信息

• A new general approach to 4-substituted-3-halo-2-quinolones
  作者：Shuai Zhao、Yan-hong He、Di Wu、Zhi Guan

  DOI：10.1016/j.jfluchem.2010.01.008

  日期：2010.5

  A general procedure for the preparation of 4-substituted-3-halo-2-quinolones (halo = F, Cl, Br) utilizing 2-halo diethylphosphonoacetic acids (halo = F, Cl, Br) and o-aminophenylketones as the starting materials is described. The title compounds are obtained by an intramolecular Homer-Wadsworth-Emmons olefination of halogen-containing N-acyl-o-aminophenylketones. The transformation process is generally applicable under mild conditions. (C) 2010 Elsevier B.V All rights reserved.