4-氨基-2,3,5-三氯吡啶 | 28443-69-8

• 物质功能分类: 医药中间体 - 吡啶类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 4-氨基-2,3,5-三氯吡啶
• 中文别名: 2,3,5-三氯-4-氨基吡啶；2,3,5-三氯-4-吡啶胺
• 英文名称: 4-amino-2,3,5-trichloropyridine
• 英文别名: 2,3,5-trichloro-pyridin-4-ylamine；2,3,5-Trichlor-[4]pyridylamin；4-Amino-2,3,5-trichlor-pyridin；2,3,5-Trichlor-4-aminopyridin；4-Amino-2,3,5-trichlorpyridin；2,3,5-Trichloropyridin-4-amine
• CAS: 28443-69-8
• 化学式: C₅H₃Cl₃N₂
• mdl: MFCD00153908
• 分子量: 197.451
• InChiKey: YYJDUYUWQJWYNA-UHFFFAOYSA-N

物化性质

• 熔点：
  153-155 °C(lit.)
• 沸点：
  294.4±35.0 °C(Predicted)
• 密度：
  1.634±0.06 g/cm3(Predicted)
• 溶解度：
  DMSO（少量）、甲醇（少量）

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  38.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S36
• 危险类别码：
  R20/21/22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302+H312+H332,H315,H319,H335
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  4-氨基-2,3,5-三氯吡啶 在 五氯化磷 作用下， 生成 2,3,5,6-四氯4-氨基吡啶
  参考文献：
  名称：

  Sell; Dootson, Journal of the Chemical Society, 1900, vol. 77, p. 3

  摘要：

  DOI：
• 作为产物：
  描述：

  4,6-二羟基烟酸乙酯 在 盐酸 、 氢氧化钾 、 ammonium hydroxide 、 sodium hydroxide 、 五氯化磷 、 双氧水 、 溴 、 铜 、 sodium nitrite 、 三氯氧磷 作用下， 生成 4-氨基-2,3,5-三氯吡啶
  参考文献：
  名称：

  den Hertog et al., Recueil des Travaux Chimiques des Pays-Bas, 1950, vol. 69, p. 673,690

  摘要：

  DOI：

文献信息

• [EN] PREPARATION OF HALOGEN ANALOGS OF PICLORAM<br/>[FR] PRÉPARATION D'ANALOGUES HALOGÉNÉS DE PICLORAM
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2020061146A1

  公开（公告）日：2020-03-26

  Methods for preparing 5-fluoro-6-(bromo or chloro)picloram analogs, or derivatives thereof, from picloram acid, picloram ester, or the nitrile analog of picloram are provided. The methods include chemical process steps that: (1) introduce a phthaloyl group onto the 4-amino substituent of picloram acid, picloram ester, or the nitrile analog of picloram, (2) add 2 fluorine atoms at the 5,6-positions of the pyridine ring using halex fluorination chemistry, (3) remove the phthaloyl group, hydrolyze the ester or nitrile substituent, and add chlorine or bromine to the 6-position by treatment with an acid and water, and finally, (4) esterify the 5-fluoro-6-(bromo or chloro)picloram acid produced in step (3) to a 5-fluoro-6-(bromo or chloro)picloram ester.

  提供了从吡克洛拉姆酸、吡克洛拉姆酯或吡克洛拉姆的腈类似物制备5-氟-6-(溴或氯)吡克洛拉姆类似物或衍生物的方法。这些方法包括化学过程步骤：(1)将邻苯二甲酰基引入吡克洛拉姆酸、吡克洛拉姆酯或吡克洛拉姆的腈类似物的4-氨基取代物上，(2)使用哈莱克斯氟化化学在吡啶环的5,6-位置添加2个氟原子，(3)去除邻苯二甲酰基，水解酯或腈基取代物，并通过酸和水处理在6-位置添加氯或溴，最后，(4)将步骤(3)中产生的5-氟-6-(溴或氯)吡克洛拉姆酸酯化为5-氟-6-(溴或氯)吡克洛拉姆酯。
• Synthesis of nitrogen-doped ZnO by sol—gel method: characterization and its application on visible photocatalytic degradation of 2,4-D and picloram herbicides
  作者：J. J. Macías-Sánchez、L. Hinojosa-Reyes、A. Caballero-Quintero、W. de la Cruz、E. Ruiz-Ruiz、A. Hernández-Ramírez、J. L. Guzmán-Mar

  DOI：10.1039/c4pp00273c

  日期：2015.3

  In this work, nitrogen-doped ZnO material was synthesized by the sol-gel method using zinc acetate as the precursor and urea as the nitrogen source (15, 20, 25 and 30% wt.). For comparative purposes, bare ZnO was also prepared. The influence of N doping on structural, morphological, optical and photocatalytic properties was investigated. The synthesized catalysts were characterized by XRD, SEM-EDS, diffuse reflectance UV-Vis spectroscopy, BET and XPS analysis. The photocatalytic activity of N-doped ZnO catalysts was evaluated during the degradation of a mixture of herbicides (2,4-D and picloram) under visible radiation ≥400 nm. The photo-absorption wavelength range of the N-doped ZnO samples was shifted to longer wavelength compared to those of the unmodified ZnO. Among different amounts of dopant agent, the 30% N-doped ZnO material showed higher visible-light activity compared with pure ZnO. Several degradation by-products were identified by using HPLC and ESI-MS/MS. The enhancement of visible photocatalytic activity of the N-doped ZnO semiconductor could be mainly due to their capability in reducing the electron-hole pair recombination.

  本工作以醋酸锌为前驱体，尿素为氮源（质量分数15%、20%、25%、30%），通过溶胶-凝胶法合成了氮掺杂ZnO材料。为了比较的目的，还制备了裸ZnO。研究了N掺杂对结构、形态、光学和光催化性能的影响。通过 XRD、SEM-EDS、漫反射紫外-可见光谱、BET 和 XPS 分析对合成的催化剂进行了表征。在≥400 nm的可见光辐射下，评估了除草剂（2,4-D和毒莠定）混合物的降解过程中N掺杂ZnO催化剂的光催化活性。与未修饰的 ZnO 相比，N 掺杂 ZnO 样品的光吸收波长范围移动到更长的波长。在不同掺杂剂用量下，30% N掺杂的ZnO材料与纯ZnO相比表现出更高的可见光活性。使用 HPLC 和 ESI-MS/MS 鉴定了几种降解副产物。 N掺杂ZnO半导体可见光催化活性的增强主要是由于其减少电子空穴对复合的能力。
• Substituted aminodi- or trihalopyridines and method of use
  申请人：The Dow Chemical Company

  公开号：US04066438A1

  公开（公告）日：1978-01-03

  Novel compounds corresponding to the formula ##STR1## and the organic or inorganic acid addition salts thereof, wherein X represents chloro, bromo or fluoro; R.sup.1 represents hydrogen, amino, loweralkylamino, arylamino, loweralkylamido or N-(loweralkyl)loweralkylamido; R.sup.2 represents hydrogen, X, amino or loweralkylamino, with the proviso that one of R.sup.1 or R.sup.2 is always amino or loweralkylamino and the other of R.sup.1 or R.sup.2 is other than amino or loweralkylamino; R represents butyl, 2-hydroxypropyl, 4-hydroxybutyl, 6-hydroxyhexyl or the radical ##STR2## wherein Z represents amino, lower-alkylamino, phenylamino, hydroxy, loweralkoxy, aryloxy, 2-propenyl, hydroxyloweralkoxy, mercapto, loweralkylthio, loweralkanoyloxy or 2-haloloweralkanoyloxy and R.sup.3 represents hydrogen or methyl and with the proviso that R is other than butyl when R.sup.2 is X are prepared. These compounds are useful as herbicides and as active agents in compositions used as herbicides.

  本发明涉及符合以下式子的新化合物及其有机或无机酸盐衍生物，其中X代表氯、溴或氟；R.sup.1代表氢、氨基、低碳基氨基、芳基氨基、低碳基酰胺或N-(低碳基)低碳基酰胺基；R.sup.2代表氢、X、氨基或低碳基氨基，但其中一个R.sup.1或R.sup.2总是氨基或低碳基氨基，而另一个R.sup.1或R.sup.2则不是氨基或低碳基氨基；R代表丁基、2-羟基丙基、4-羟基丁基、6-羟基己基或基团##STR2##其中Z代表氨基、低碳基氨基、苯基氨基、羟基、低碳氧基、芳基氧基、2-丙烯基、羟基低碳氧基、巯基、低碳基硫醇、低碳酰氧或2-卤代低碳酰氧；R.sup.3代表氢或甲基，但有条件当R.sup.2为X时R不是丁基。这些化合物可用作除草剂，并作为除草剂配方中的活性成分。
• BICYCLIC HETEROARYL INHIBITORS OF PDE4
  申请人：Govek Steven P.

  公开号：US20090291950A1

  公开（公告）日：2009-11-26

  The present invention relates to compounds and methods which may be useful as inhibitors of phosphodiesterase 4 (PD E4) for the treatment or prevention of inflammatory diseases and other diseases involving elevated levels of cytokines and proinflammatory mediators.

  本发明涉及化合物和方法，可用作磷酸二酯酶4（PDE4）的抑制剂，用于治疗或预防炎症性疾病和其他涉及细胞因子和促炎介质水平升高的疾病。
• Preparation of halogen analogs of picloram
  申请人：Corteva Agriscience LLC

  公开号：US11401242B2

  公开（公告）日：2022-08-02

  Methods for preparing 5-fluoro-6-(bromo or chloro)picloram analogs, or derivatives thereof, from picloram acid, picloram ester, or the nitrile analog of picloram are provided. The methods include chemical process steps that: (1) introduce a phthaloyl group onto the 4-amino substituent of picloram acid, picloram ester, or the nitrile analog of picloram, (2) add 2 fluorine atoms at the 5,6-positions of the pyridine ring using halex fluorination chemistry, (3) remove the phthaloyl group, hydrolyze the ester or nitrile substituent, and add chlorine or bromine to the 6-position by treatment with an acid and water, and finally, (4) esterify the 5-fluoro-6-(bromo or chloro)picloram acid produced in step (3) to a 5-fluoro-6-(bromo or chloro)picloram ester.

  提供了从毒莠定酸、毒莠定酯或毒莠定的腈类似物制备 5-氟-6-(溴或氯)毒莠定类似物或其衍生物的方法。这些方法包括以下化学工艺步骤(1) 在毒莠定酸、毒莠定酯或毒莠定腈类似物的 4-氨基取代基上引入邻苯二甲酰基，(2) 使用哈来克斯氟化化学法在吡啶环的 5、6-位上添加 2 个氟原子，(3) 去除邻苯二甲酰基、(4) 将步骤(3)中生成的 5-氟-6-(溴或氯)毒莠定酸酯化为 5-氟-6-(溴或氯)毒莠定酯。