5-氨基-2-硝基-苯甲酸甲酯 | 35998-96-0

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 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: 5-氨基-2-硝基-苯甲酸甲酯
• 中文别名: 2-硝基-5-氨基苯甲酸甲酯
• 英文名称: methyl 5-amino-2-nitrobenzoate
• CAS: 35998-96-0
• 化学式: C₈H₈N₂O₄
• 分子量: 196.163
• InChiKey: HBQRFDGMJZUGQV-UHFFFAOYSA-N

物化性质

• 熔点：
  98-100 °C
• 沸点：
  394.5±22.0 °C(Predicted)
• 密度：
  1.386±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  98.1
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2922499990
• 危险标志：
  GHS07
• 危险性描述：
  H302
• 危险性防范说明：
  P280,P305+P351+P338
• 储存条件：
  2-8°C

反应信息

• 作为反应物：
  描述：

  5-氨基-2-硝基-苯甲酸甲酯 在 铁粉 盐酸 、 硫酸 、 一氯化碘 、 溶剂黄146 、 sodium nitrite 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 15.5h， 生成 methyl 5-N-acetylamino-4-iodo-2-[3,3-diethyl-1-triazenyl] benzoate
  参考文献：
  名称：

  Backbone-Rigidified Oligo(m-phenylene ethynylenes)

  摘要：

  Oligo(m-phenylene ethynylenes) (oligo(m-PE)) with backbones rigidified by intramolecular hydrogen bonds were found to fold into well-defined conformations. The localized intramolecular hydrogen bond involves a donor and an acceptor from two adjacent benzene rings, respectively, which enforces globally folded conformations on these oligomers. Oligomers with two to seven residues have been synthesized and characterized. The persistence of the intramolecular hydrogen bonds and the corresponding curved conformations were established by ab initio and molecular mechanics calculations, 1D and 2D H-1 NMR spectroscopy, and UV spectroscopy. Pentamer 5, hexamer 6, and heptamer 7 adopt well-defined helical conformations. Such a backbone-based conformational programming should lead to molecules whose conformations are resilient toward structural variation of the side groups. These m-PE oligomers have provided a new approach for achieving folded unnatural oligonners; under conditions that are otherwise unfavorable for previously described, solvent-driven folding of m-PE foldamers. Stably folded structures based on the design principle described here can be developed and may find important applications.

  DOI：

  10.1021/ja039416d
• 作为产物：
  描述：

  5-Azido-2-nitro-benzoic acid methyl ester 在 sodium tetrahydroborate 、 十六烷基三甲基溴化铵 、 cobalt(II) chloride 作用下， 以 水 为溶剂， 反应 0.33h， 以92%的产率得到5-氨基-2-硝基-苯甲酸甲酯
  参考文献：
  名称：

  氯化钴(II)催化化学选择性硼氢化钠还原水中叠氮化物

  摘要：

  将叠氮化物还原为胺和酰胺是在催化非均相条件下使用 NaBH4/CoCl2·6 H2O 在 25 °C 的单一水中进行的。广谱叠氮化物在短时间内被还原，化学选择性高产率和纯度。

  DOI：

  10.1055/s-2000-6389

文献信息

• HETEROCYCLIC ANTIVIRAL COMPOUNDS
  申请人：Chin Elbert

  公开号：US20100297073A1

  公开（公告）日：2010-11-25

  Compounds having the formula I wherein wherein R 1 , R 2 , R 3b , R 4a , R 4b , R 4c and as defined herein are Hepatitis C virus NS5b polymerase inhibitors. Also disclosed are compositions and methods for treating an HCV infection and inhibiting HCV replication.

  具有公式I的化合物，其中R1、R2、R3b、R4a、R4b、R4c如本文所述定义，是丙型肝炎病毒NS5b聚合酶抑制剂。同时公开了用于治疗HCV感染和抑制HCV复制的组合物和方法。
• [EN] TREATMENT OF CHAGAS DISEASE<br/>[FR] TRAITEMENT DE LA MALADIE DE CHAGAS
  申请人：UNIV DUNDEE

  公开号：WO2015189595A1

  公开（公告）日：2015-12-17

  The invention provides compounds of the formula: wherein L1 and L2 are independently selected from O and S; R1 is C3-C6straight or branched alkyl, C3-C7cycloalkyl, C5-C7cycloalkenyl, adamantly, phenyl or saturated heterocyclyl, any of which being optionally substituted; R2 is H, methyl or ethyl; R5 is NRxCORy, NRxRy, CH2COCH3, CH2C≡N, or a 5- or 6-membered heteroaryl group which is optionally substituted; X, Y and Z are independently N or CH; Rx is independently H or C1-C4alkyl; Ry is independently H, CrC4alkyl, phenyl or benzyl, either of which is optionally substituted; n is 0-3; salts, hydrates and N-oxides, wherein the optional substituents are further defined in the claims. The compounds have utility in the prophylaxis or treatment of trypanosomal diseases, such as T. cruzi (Chagas disease).

  该发明提供了以下式的化合物：其中L1和L2分别选自O和S；R1为C3-C6直链或支链烷基，C3-C7环烷基，C5-C7环烯基，脱氢胆固醇，苯基或饱和杂环烷基，其中任一可选择地被取代；R2为H，甲基或乙基；R5为NRxCORy，NRxRy，CH2COCH3，CH2C≡N，或者是可选择地被取代的5-或6-成员杂芳基团；X、Y和Z分别为N或CH；Rx分别为H或C1-C4烷基；Ry分别为H，CrC4烷基，苯基或苄基，其中任一可选择地被取代；n为0-3；盐、水合物和N-氧化物，其中可选择的取代基在权利要求中进一步定义。这些化合物在预防或治疗锥虫病等锥虫病方面具有用途。
• Nucleophilic Reaction upon Electron-Deficient Pyridone Derivatives. XIII. Regioselective Synthesis of 2-Substituted 3-Nitropyridines by One-Pot Reaction of Either 4- or 6-Substituted 1-Methyl-3,5-dinitro-2-pyridones with Ketones and Ammonia
  作者：Yasuo Tohda、Tohru Kawahara、Miyuki Eiraku、Keita Tani、Nagatoshi Nisiwaki、Masahiro Ariga

  DOI：10.1246/bcsj.67.2176

  日期：1994.8

  A one-pot synthesis of 2-substituted 3-nitropyridines was developed by a ring transformation of 6- or 4-substituted 1-methyl-3,5-dinitro-2-pyridones (2 or 3) with ammonia and enamines derived from ketones. Some intermediates having a 2,6-diazabicyclo[3.3.1]nonane skeleton were isolated from reactions of 3. The ring transformation proceeds via an addition-addition-elimination-elimination mechanism.

  2-取代 3-硝基吡啶的一锅合成是通过 6-或 4-取代的 1-甲基-3,5-二硝基-2-吡啶酮（2 或 3）与氨和酮衍生的烯胺的环转化而开发的. 一些具有2,6-二氮杂双环[3.3.1]壬烷骨架的中间体从3的反应中分离出来。环转化通过加成-加成-消除-消除机制进行。形成了很少的竞争性异构副产物，即 4-取代的 3-硝基吡啶和 4-硝基苯胺。2 种底物均表现出良好的反应性，但具有吸电子取代基的 3 种底物反应性和选择性较差。1,4,6-三甲基-3,5-二硝基-2-吡啶酮没有得到任何产物。
• Solid-phase synthesis of 2-cyanoquinazolin-4(3H)-one and 2,3-dihydrooxazolo[2,3-b]quinazolin-5-one derivatives utilizing resin-bound anthranilic acid derivatives
  作者：Moon-Kook Jeon、Dong-Su Kim、Hyun Ju La、Deok-Chan Ha、Young-Dae Gong

  DOI：10.1016/j.tetlet.2005.09.015

  日期：2005.10

  We were able to obtain 2-cyanoquinazolin-4(3H)-ones 11 in 35–60% four-step overall isolated yields and 2,3-dihydrooxazolo[2,3-b]quinazolin-5-ones 12 in 20–71% four-step overall isolated yields utilizing polymer-bound anthranilic acid derivatives 1, and 6-amino-2-cyanoquinazolin-4(3H)-ones 19 in 30–44% six-step overall isolated yields making use of anthranilic acid derivative resin 2 via dithiazole

  我们能够以35–60％的四步总分离产率获得2-cyanoquinazolin-4（3 H）-ones 11和20–20中获得2,3-dihydrooxazolo [2,3- b ] quinazolin-5-ones 12利用邻氨基苯甲酸衍生物1和6-氨基-2-氰基喹唑啉-4（3 H）-ones 19的四步总分离产率为71％，而邻氨基苯甲酸的30-44％六步总分离产率为71％经由二噻唑树脂10和17的衍生树脂2。通过单珠ATR-FTIR光谱法监测固相反应。
• Synthesis of Aryl Azides via Post-Cleavage Modification of Polymer-Bound Triazenes
  作者：Stefan Bräse、Frank Avemaria、Viktor Zimmermann

  DOI：10.1055/s-2004-82298

  日期：——

  Starting from immobilized arenes on the triazene T1 linker resin, cleavage was achieved by trifluoroacetic acid in the presence of trimethylsilyl azide to obtain aryl azides in good yields and excellent purities. A novel cleavage protocol has been introduced and analytical and preparative applications have been presented.

  从固定在三氮烯 T1 连接树脂上的芳烃开始，在三甲基甲硅烷基叠氮化物存在下通过三氟乙酸实现裂解，以良好的产率和优异的纯度获得芳基叠氮化物。引入了一种新的裂解方案，并提出了分析和制备应用。