2-(羟基氨基)苯甲酸 | 579-73-7

• 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: 2-(羟基氨基)苯甲酸
• 英文名称: 2-hydroxylaminobenzoic acid
• 英文别名: N-(2-carboxyphenyl)hydroxylamine；2-(hydroxyamino)benzoic acid；N-hydroxy-anthranilic acid；N-Hydroxy-anthranilsaeure；2-Hydroxyamino-benzoesaeure；2-Hydroxylamino-benzoesaeure
• CAS: 579-73-7
• 化学式: C₇H₇NO₃
• 分子量: 153.137
• InChiKey: JKRIWPXSEMPTNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.6
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(羟基氨基)苯甲酸 在 硫酸 、 锌 作用下， 生成 邻氨基苯甲酸
  参考文献：
  名称：

  Bamberger; Pyman, Chemische Berichte, 1909, vol. 42, p. 2312

  摘要：

  DOI：
• 作为产物：
  描述：

  邻硝基苯甲酸 在 2 % platinum on carbon 、 氢气 作用下， 以 四氢呋喃 为溶剂， 9.99 ℃ 、100.0 kPa 条件下， 反应 2.0h， 以90.7%的产率得到2-(羟基氨基)苯甲酸
  参考文献：
  名称：

  Carbon supported Pt colloid as effective catalyst for selective hydrogenation of nitroarenes to arylhydroxylamines

  摘要：

  负载于碳上的铂胶体是一种活性高且选择性强的催化剂，能将带有吸电子取代基的硝基芳香化合物部分氢化为相应的N-芳基羟胺，这表明了一种无添加剂的绿色催化方法，可用于芳基羟胺的合成。

  DOI：

  10.1039/b916686f

文献信息

• Mechanism and reactivity in perborate oxidation of anilines in acetic acid
  作者：Chockalingam Karunakaran、Ramasamy Kamalam

  DOI：10.1039/b208199g

  日期：2002.12.6

  Perborate but not percarbonate in acetic acid generates peracetic acid on standing and the peracetic acid oxidation of anilines is fast. The oxidation with a fresh solution of perborate in acetic acid is smooth and second order but the specific oxidation rate increases with increasing [perborate]0 or [boric acid]. Perborate on dissolution affords hydrogen peroxide and a borate; the latter assists the former in the oxidation. The oxidation rates of anilines under identical conditions do not conform to any of the linear free energy relationships but the reaction rates of molecular anilines do. Perborate oxidation proceeds via two reaction paths but the overall oxidation rates of molecular anilines conform to structure–reactivity relationships; the transition states do not differ significantly. Analysis of the oxidation rates of perborate and percarbonate reveals that while perborate oxidation is faster than percarbonate it is at least as selective as the latter.

  在乙酸中，过硼酸盐而非过碳酸盐静置时会产生过乙酸，而过乙酸对苯胺的氧化反应迅速。使用新鲜配制的乙酸过硼酸盐溶液进行氧化反应平稳且具有二级反应特性，但特定的氧化速率随[过硼酸盐]0或[硼酸]浓度的增加而增加。过硼酸盐溶解时产生过氧化氢和硼酸盐；后者在氧化过程中辅助前者。在相同条件下，苯胺的氧化速率不符合任何线性自由能关系，但分子苯胺的反应速率却符合。过硼酸盐氧化通过两条反应路径进行，但分子苯胺的整体氧化速率符合结构-反应活性关系；过渡态的差异不大。对过硼酸盐和过碳酸盐氧化速率的分析显示，尽管过硼酸盐的氧化速率更快，但其选择性至少不亚于过碳酸盐。
• Solid supported platinum(0) nanoparticles catalyzed chemo-selective reduction of nitroarenes to N-arylhydroxylamines
  作者：Arun K. Shil、Pralay Das

  DOI：10.1039/c3gc41179f

  日期：——

  reducible functional groups such as halides, carboxylic acids, esters, amides, nitriles, keto, alkenes, alkynes and N-benzyl were well tolerated under the reaction conditions. This process was further successfully employed in 10 g scale reactions. N-Arylhydroxylamines were further applied for catalyst free synthesis of azoxybenzenes. Moreover, use of PEG-400 as cheap reaction medium, additive free methodology

  固体负载铂（0）（SS-Pt）纳米颗粒通过还原/沉积方法开发为非均相催化剂，并通过SEM，TEM，EDX和XRD分析进行了表征。使用水合肼作为氢源，将SS-Pt催化剂用于将硝基芳烃化学选择性还原为N-芳基羟胺。在反应条件下，对各种可还原的官能团如卤化物，羧酸，酯，酰胺，腈，酮，烯烃，炔烃和N-苄基具有很好的耐受性。该方法进一步成功地用于10 g规模的反应中。ñ进一步将-芳基羟胺用于无催化剂合成a氧基苯。此外，将PEG-400用作廉价的反应介质，无添加剂的方法以及SS-Pt催化剂的可回收性高达十倍，而不会显着降低催化活性，这显然符合绿色化学原理。
• POLYMER-CARBOHYDRATE CONJUGATES FOR DRUG DELIVERY TECHNOLOGY
  申请人：Wu Nian

  公开号：US20150157721A1

  公开（公告）日：2015-06-11

  The invention comprises compounds, methods of making, and methods of using. The compounds may have a linear or cylic backbone and three or four appended functional groups: one or two lipohilic compounds including sterols or “fat soluble” vitamins, one or two hydrophilic polymer, and one or two carbohydrate. A group of polymer-carbohydrate conjugates having a central backbone and three appended functional groups are disclosed wherein one lipophilic compound is void of both steroid acids. The conjugate may have fatty acids as the primary lipophilic carrier, one hydrophilic polymer, and one carbohydrate. Specific functional groups may be selected for specific applications in formulating pharmaceuticals, cosmetics, nutriceuticals, and the like. Typical coupling reaction of the conjugates may involve one or more or combinations or in series of alkylation including N-alkylation or O-alkylation, etherification, esterification and amidation chemical processes. A variety of linkers between the backbone and functional groups may also be selected to modify the carriers or center backbones for the coupling reactions and optimize performance of the conjugates.

  该发明包括化合物、制备方法和使用方法。这些化合物可能具有线性或环状的骨架，以及三个或四个附加的功能基团：一个或两个疏水化合物，包括固醇或“脂溶性”维生素，一个或两个亲水性聚合物，以及一个或两个碳水化合物。公开了一组具有中心骨架和三个附加功能基团的聚合物-碳水化合物共轭物，其中一个疏水性化合物不含类固醇酸。该共轭物可能以脂肪酸作为主要疏水载体，一个亲水性聚合物和一个碳水化合物。特定的功能基团可以根据在制备药物、化妆品、营养保健品等方面的具体应用而选择。共轭物的典型偶联反应可能涉及一种或多种或组合或串联的烷基化，包括N-烷基化或O-烷基化，醚化，酯化和酰胺化化学过程。还可以选择各种连接剂连接骨架和功能基团之间，以修改载体或中心骨架以进行偶联反应并优化共轭物的性能。
• Effect of substituents on the rate of oxidation of anilines with peroxomonosulfate monoanion (HOOSO−3) in aqueous acetonitrile: A mechanistic study
  作者：Subbiah Meenakshisundaram、M. Selvaraju、N. M. Made Gowda、Kanchugarakoppal S. Rangappa

  DOI：10.1002/kin.20119

  日期：2005.11

  Mechanistic studies on the oxidation of 18 meta-, para-, and ortho-substituted anilines (Ans) by HOOSO−3 in aqueous acetonitrile medium have been performed. The reaction can be characterized by the experimental rate equation, The addition of p-toluenesulfonic acid (TsOH) retards the reaction. The increase in the reactivity of anilines as the medium is made more aqueous is interpreted. The reaction

  已经对 HOOSO-3 在水性乙腈介质中氧化 18 种间位、对位和邻位取代的苯胺 (Ans) 进行了机理研究。该反应可以通过实验速率方程来表征，对甲苯磺酸（TsOH）的加入延缓了反应。解释了随着介质变得更含水，苯胺的反应性增加。与胺对过硫酸盐氧的限速亲核攻击相一致的系列中的胺上的给电子基团增强了反应。所提出的机理涉及快速将苯基羟胺转化为亚硝基苯。ESR 研究表明反应中不存在自由基。已经进行了各种尝试来根据 LFER 图分析实验速率常数。使用 σ- 值和 Yukawa-Tsuno 方程的 σ- 形式获得了改进的相关性。© 2005 Wiley Periodicals, Inc. Int J Chem Kinet 37: 649–657, 2005
• [EN] POLYMER-CYCLODEXTRIN-LIPID CONJUGATES<br/>[FR] CONJUGUÉS POLYMÈRE-CYCLODEXTRINE-LIPIDE
  申请人：WU NIAN

  公开号：WO2016209732A1

  公开（公告）日：2016-12-29

  The invention comprises compounds, methods of making, and methods of using. A group of polymer-cyclodextrin-lipid conjugates having a center backbone and three or four appended functional groups are disclosed, wherein one of the hydrophilic components is cyclodextrin. The compounds may have a backbone with three or four appended functional groups: one or two lipophilic compounds including sterols or "fat soluble" vitamins or fatty acids, one or two hydrophilic polymer and one cyclodextrin. Specific functional groups may be selected for specific applications in formulating pharmaceuticals, cosmetics, nutriceuticals, and the like. Typical coupling reaction of the conjugates may involve one or more or combinations or in series of alkylation including N-alkylation or O-alkylation, etherification, esterification and amidation chemical processes. A variety of linkers between the center backbone and functional groups may also be selected to modify the carriers or center backbones for the coupling reactions and optimize performance of the conjugates.

  该发明涵盖了化合物、制备方法和使用方法。公开了一组具有中心骨架和三个或四个附加功能基团的聚合物-环糊精-脂质共轭物，其中一个亲水成分是环糊精。这些化合物可能具有一个带有三个或四个附加功能基团的骨架：一个或两个疏水化合物，包括甾醇或“脂溶性”维生素或脂肪酸，一个或两个亲水性聚合物和一个环糊精。特定的功能基团可以针对制备药物、化妆品、营养保健品等特定应用进行选择。共轭物的典型偶联反应可能涉及一种或多种或组合或串联的烷基化，包括N-烷基化或O-烷基化，醚化，酯化和酰胺化化学过程。还可以选择各种连接剂连接中心骨架和功能基团，以修改载体或中心骨架用于偶联反应并优化共轭物的性能。