1-氟-3-(4-硝基苯氧基)-苯 | 34859-79-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-氟-3-(4-硝基苯氧基)-苯
• 英文名称: 1-fluoro-3-(4-nitrophenoxy)benzene
• CAS: 34859-79-5
• 化学式: C₁₂H₈FNO₃
• mdl: MFCD05991711
• 分子量: 233.199
• InChiKey: KEPNOAVJAHCJDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-氟-3-(4-硝基苯氧基)-苯 在 sodium hydride 、 氯化铵 、 锌 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 4.5h， 生成 1-(4-(3-fluorophenoxy)phenyl)-3-methyldihydropyrimidine-2,4(1H,3H)-dione
  参考文献：
  名称：

  WO2020111263A5

  摘要：

  公开号：

  WO2020111263A5
• 作为产物：
  描述：

  3-氟苯酚 、 对氟硝基苯 在 cesium fluoride/clinoptilolite 作用下， 以 二甲基亚砜 为溶剂， 反应 0.15h， 以95%的产率得到1-氟-3-(4-硝基苯氧基)-苯
  参考文献：
  名称：

  CsF/斜发沸石：SNAr 和铜催化乌尔曼反应中的有效固体碱

  摘要：

  发现 CsF/斜发沸石是 SNAr 和 Ullmann 醚反应的有效固体碱催化剂。开发了一种通用且高效的一步法，通过使用 CsF/斜发沸石将缺电子的芳基卤化物直接偶联到酚类来合成联芳醚。该协议还通过添加催化量的氧化铜纳米粒子应用于富含电子的芳基卤化物。SNAr 和 Ullmann 反应都很快，并提供了良好的产率。

  DOI：

  10.1139/cjc-2015-0300

文献信息

• Hydroxylamine derivative of 5-nitro-8-hydroxy quinoline
  申请人：Roussel Uclaf

  公开号：US04801717A1

  公开（公告）日：1989-01-31

  Novel hydroxylamino derivatives of the formula Ar--ONH.sub.2 I wherein Ar is selected from the group consisting of mono- and polycyclic aromatics and hetero-aromatics, both optionally substituted with at least one member of the group consisting of --OH, halogen, --NO.sub.2, --CN, ##STR1## --R.sub.7, --OR.sub.8, ##STR2## --SO.sub.2 R.sub.12, --SO.sub.3 R.sub.13, --COOR.sub.14, aryl of 6 to 14 carbon atoms, --OR.sub.16, --CH.sub.2 --CN and --CH.sub.2 SO.sub.2 --R.sub.15, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are individually selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, R.sub.7 and R.sub.8 are optionally unsaturated alkyl of 1 to 8 carbon atoms optionally substituted with at least one member of the group consisting of halogen and cyano, R.sub.9, R.sub.10, R.sub.11, R.sub.12 and R.sub.13 are alkyl of 1 to 8 carbon atoms, Z is selected from the group consisting of hydrogen, optionally unsaturated alkyl of 1 to 8 carbon atoms and acyl of an organic carboxylic acid of 2 to 18 carbon atoms, R.sub.14 is selected from the group consisting of hydrogen and alkyl of 1 to 8 carbon atoms, R.sub.15 is selected from the group consisting of alkyl of 1 to 8 carbon atoms and aryl of 6 to 14 carbon atoms optionally substituted with an alkyl of 1 to 8 carbon atoms, R.sub.16 is aryl of 6 to 14 carbon atoms optionally substituted with a member of the group consisting of alkyl of 1 to 8 carbon atoms, halogen and --NO.sub.2, the substituents of Ar being able to form rings containing at least one heteroatom selected from the group consisting of oxygen, nitrogen and sulfur and their non-toxic agriculturally acceptable acid addition salts with the proviso Ar is not phenyl nor phenyl with one methyl in the 2,3 or 4 position, a nitro in the 2- or 4-position, a chlorine in the 3- or 4-position, a bromine in the 4-position or a --CF.sub.3 in the 4-position nor 2,4-dinitrophenyl nor 2-nitro-4-trifluoromethylphenyl nor 2,6-dinitrophenyl nor 2,4,6-trinitrophenyl nor 2,4-dinitro-6-trifluoromethylphenyl useful for increasing vegetation growth and increasing crop yields and their preparation.

  本发明涉及一种公式为Ar--ONH.sub.2 I的新型羟胺衍生物，其中Ar选自单环和多环芳香族和杂芳族，均可选择用至少一种--OH，卤素，--NO.sub.2，--CN，##STR1## --R.sub.7，--OR.sub.8，##STR2## --SO.sub.2 R.sub.12，--SO.sub.3 R.sub.13，--COOR.sub.14，6至14个碳原子的芳基，--OR.sub.16，--CH.sub.2 --CN和--CH.sub.2 SO.sub.2 --R.sub.15替代的，R.sub.1，R.sub.2，R.sub.3，R.sub.4，R.sub.5和R.sub.6分别选自氢和1至8个碳原子的烷基，R.sub.7和R.sub.8是可选择的不饱和1至8个碳原子的烷基，可替代至少一种卤素和氰基，R.sub.9，R.sub.10，R.sub.11，R.sub.12和R.sub.13是1至8个碳原子的烷基，Z选自氢，可选择的不饱和1至8个碳原子的烷基和有机羧酸的2至18个碳原子的酰基，R.sub.14选自氢和1至8个碳原子的烷基，R.sub.15选自1至8个碳原子的烷基和可选择替代1至8个碳原子的芳基，R.sub.16是可选择替代1至8个碳原子的烷基，卤素和--NO.sub.2的6至14个碳原子的芳基，Ar的取代基能够形成含有至少一个氧，氮和硫的杂环，其非毒性农业可接受的酸盐，但Ar不是苯基，也不是在2,3或4位上带有一个甲基的苯基，2-或4-位上带有一个硝基，3-或4-位上带有一个氯原子，4-位上带有一个溴原子或4-位上带有一个--CF.sub.3，也不是2,4-二硝基苯基，2-硝基-4-三氟甲基苯基，2,6-二硝基苯基，2,4,6-三硝基苯基或2,4-二硝基-6-三氟甲基苯基，本发明羟胺衍生物可用于促进植物生长和提高农作物产量，并且具有制备方法。
• 2,2’-Dipyridylamine: A tripod ligand enabling practical access to diaryl ethers <i>via</i> Cu-catalyzed coupling reaction
  作者：Yuanguang Chen、Huashen Xu、Lu Chen、Anyuan Hou、Guoliang Chen

  DOI：10.1080/00397911.2022.2134797

  日期：2022.11.17

  copper(I)-catalyzed C-O/S coupling reactions of abundant aryl bromines with related phenols or thiophenols. The key to this very discovery is the identification of an N-donor tripod ligand (DPA), and such a reaction allows the conversion of simple starting materials to complex diaryl ethers or diaryl thioethers, which are important synthetic intermediates in the preparation of bioactive molecules.

  摘要 本文首次报道了 2,2'-二吡啶胺 (DPA) 作为一种新型高效的三齿配体，用于促进铜 (I) 催化的丰富芳基溴与相关酚类或苯硫酚的 CO/S 偶联反应。这一发现的关键是鉴定N-供体三脚配体 (DPA)，这种反应允许将简单的起始材料转化为复杂的二芳基醚或二芳基硫醚，它们是制备生物活性分子的重要合成中间体.
• A Focused Library of Protein Tyrosine Phosphatase Inhibitors
  作者：Anthony B. Comeau、David A. Critton、Rebecca Page、Christopher T. Seto

  DOI：10.1021/jm100528p

  日期：2010.9.23

  Protein tyrosine phosphatases such as PTP1B and YopH are potential targets for the development of therapeutic agents against a variety of pathological conditions including diabetes, obesity, and infection by the bacterium Yersinia pestis. A focused library of bidentate a-ketoacid-based inhibitors has been screened against several tyrosine phosphatases. Compound 2a has IC(50) values of 43 and 220 nM against YopH and PTP1B, respectively, and shows a 30-fold selectivity for PTP1B over the closely related phosphatase TCPTP.
• HETEROCYCLIC COMPOUNDS FOR THE TREATMENT OF EPILEPSY
  申请人：Otsuka Pharmaceutical Co., Ltd.

  公开号：EP3887358A1

  公开（公告）日：2021-10-06
• US4801717A
  申请人：——

  公开号：US4801717A

  公开（公告）日：1989-01-31