5-氯-2-硝基苯甲酸乙酯 | 51282-56-5

• 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: 5-氯-2-硝基苯甲酸乙酯
• 英文名称: ethyl-5-chloro-2-nitrobenzoate
• 英文别名: 5-chloro-2-nitro-benzoic acid ethyl ester；Ethyl 5-chloro-2-nitrobenzoate
• CAS: 51282-56-5
• 化学式: C₉H₈ClNO₄
• mdl: MFCD06204330
• 分子量: 229.62
• InChiKey: RICLVXMCOVKPRW-UHFFFAOYSA-N

物化性质

• 沸点：
  319.8±22.0 °C(Predicted)
• 密度：
  1.369±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  72.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2916399090

反应信息

• 作为反应物：
  描述：

  5-氯-2-硝基苯甲酸乙酯 在 劳森试剂 、 一水合肼 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 对二甲苯 为溶剂， 反应 14.0h， 生成 3-n-butyryl-5-(5-chloro-2-nitrophenyl)-2,2-dimethyl-2,3-dihydro-1,3,4-thiadiazole
  参考文献：
  名称：

  1,3,4-Thiadiazole derivatives as selective inhibitors of iNOS versus nNOS: Synthesis and structure-activity dependence

  摘要：

  The synthesis of new compounds with a 1,3,4-thiadiazole structure, and their in vitro biological evaluation as inhibitors of both neuronal and inducible Nitric Oxide Synthase (nNOS and iNOS) is described. These compounds have been designed by an isosteric modification of a series of 4,5-dihydro-1H-pyrazole derivatives, previously described as the nNOS inhibitors. The insertion of the S atom in the heterocyclic ring induces a selective inhibition of the iNOS isoform. Some of these compounds show as iNOS inhibition percentage near of 100% at a concentration of 50 mu M, and the IC50 values measured for the more potent compounds are in a range of 20-40 mu M. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.01.047
• 作为产物：
  描述：

  乙醇 、 5-氯-2-硝基苯甲酸 在 硫酸 作用下， 反应 24.0h， 以85%的产率得到5-氯-2-硝基苯甲酸乙酯
  参考文献：
  名称：

  1,3,4-Thiadiazole derivatives as selective inhibitors of iNOS versus nNOS: Synthesis and structure-activity dependence

  摘要：

  The synthesis of new compounds with a 1,3,4-thiadiazole structure, and their in vitro biological evaluation as inhibitors of both neuronal and inducible Nitric Oxide Synthase (nNOS and iNOS) is described. These compounds have been designed by an isosteric modification of a series of 4,5-dihydro-1H-pyrazole derivatives, previously described as the nNOS inhibitors. The insertion of the S atom in the heterocyclic ring induces a selective inhibition of the iNOS isoform. Some of these compounds show as iNOS inhibition percentage near of 100% at a concentration of 50 mu M, and the IC50 values measured for the more potent compounds are in a range of 20-40 mu M. (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.01.047

文献信息

• Relative reactivity of methyl iodide to ethyl iodide in nucleophilic substitution reactions in acetonitrile and partial desolvation accompanying activation
  作者：Yasuhiko Kondo、Miyuki Urade、Yukari Yamanishi、Xinyu Chen

  DOI：10.1039/b203032m

  日期：——

  have been deduced on the basis of these classifications. A major factor determining the relative reactivity of methyl iodide to ethyl iodide in the substitution reaction of an anionic nucleophile having a single reaction site in acetonitrile (kMeI/kEtI) is suggested to be partial desolvation around the nucleophilic center on going from reactant to transition-state.

  通过检验涉及的经验相关性 激活 亲核取代的参数 甲基碘 和的 碘乙烷亲核试剂已经被分为三个系列：（1）具有两个等效反应位点的亲核试剂，（2）在对位具有氯原子的亲核试剂，和（3）具有单个反应位点的亲核试剂。伴随的三种类型的部分去溶剂化过程激活根据这些分类推论得出。决定相对活性的主要因素甲基碘 到 碘乙烷 在一个具有单个反应位点的阴离子亲核试剂的取代反应中 乙腈（k MeI / k EtI）建议是从反应物到过渡态时亲核中心周围的部分去溶剂化。
• Diphenyl ether carboxylic acids and salts and esters thereof useful as
  申请人：Imperial Chemical Industries PLC

  公开号：US04738711A1

  公开（公告）日：1988-04-19

  Diphenyl ethers of formula: ##STR1## wherein A is hydrogen or one of a specified range of substituents e.g. halogen, hydroxy, haloalkyl, B, C, E and F are hydrogen or specified substituents; D is CF.sub.3, halogen, or an other specified substituent; and R is a group --CONR.sup.4 SO.sub.2 R.sup.3 wherein R.sup.4 is hydrogen or C.sub.1 to C.sub.4 alkyl and R.sup.3 is an optionally substituted alkyl, alkenyl, alkynyl, or aryl radical; useful as selective herbicides.

  二苯醚的化学式为：##STR1## 其中A是氢或指定范围的取代基之一，例如卤素、羟基、卤代烷基，B、C、E和F是氢或指定的取代基；D是CF.sub.3、卤素或其他指定的取代基；R是一个基团--CONR.sup.4 SO.sub.2 R.sup.3，其中R.sup.4是氢或C.sub.1到C.sub.4烷基，R.sup.3是一个可选择取代的烷基、烯基、炔基或芳基基团；用作选择性除草剂。
• One-pot synthesis of quinazoline-2,4(1<i>H</i>,3<i>H</i>)-diones and 2-thioxoquinazolinones with the aid of low-valent titanium reagent
  作者：Guo-Lan Dou、Man-Man Wang、Zhi-Bin Huang、Da-Qing Shi

  DOI：10.1002/jhet.121

  日期：2009.7

  An efficient, convenient, one-pot synthesis of 2,4(1H,3H)-quinazolinediones and 2-thioxoquinazolinones was accomplished in good yields via the novel reductive cyclization of ethyl 2-nitrobenzoates with isocyanates or isothiocyanates mediated by TiCl4/Zn system. J. Heterocyclic Chem., (2009).

  通过用TiCl 4 /介导的异氰酸酯或异硫氰酸酯对2-硝基苯甲酸乙酯进行新颖的还原环化反应，可以高效，方便地一锅合成2,4（1 H，3 H）-喹唑啉二酮和2-硫代氧杂喹唑啉酮。锌系统。J.杂环化​​学，（2009）。
• Substituted diphenyl ethers
  申请人：Imperial Chemical Industries PLC

  公开号：US04388472A1

  公开（公告）日：1983-06-14

  A compound of the formula: ##STR1## and salts and esters thereof, useful as intermediates for the preparation of compounds of the formula ##STR2## wherein R.sup.1 is an alkyl group optionally substituted by one or more fluorine atoms or by an optionally substituted phenyl group R.sup.2 is No.sub.2 or Cl and R.sup.6 is a hydrogen atom or an alkyl group of 1 to 4 carbon atoms.

  一种化学式为：##STR1## 及其盐和酯，可用作化合物的中间体的制备，该化合物的化学式为##STR2## 其中R.sup.1是一种烷基基团，可选择地被一个或多个氟原子或一个可选择地被取代的苯基团取代，R.sup.2是No.sub.2或Cl，R.sup.6是一个氢原子或1至4个碳原子的烷基基团。
• Selective herbicides
  申请人：Imperial Chemical Industries Limited

  公开号：US04285723A1

  公开（公告）日：1981-08-25

  Herbicidal diphenyl ether compounds of the formula ##STR1## wherein R.sup.1 is an alkyl group optionally substituted by halogen or phenyl; R.sup.2 is hydrogen, halogen or nitro; R.sup.3 is hydrogen, halogen, alkyl, trifluoromethyl or cyano; R.sup.4 is hydrogen, halogen, or trifluoromethyl; R.sup.5 is halogen or trifluoromethyl; and R.sup.6 is hydrogen, or C.sub.1 -C.sub.4 alkyl. These compounds are useful as selective herbicides in a range of crops, for example, cotton, soya bean, peas, maize, wheat and rice.

  草甘膦二苯醚类化合物的化学式为##STR1##其中R.sup.1是一个烷基，可以选择地被卤素或苯基取代；R.sup.2是氢，卤素或硝基；R.sup.3是氢，卤素，烷基，三氟甲基或氰基；R.sup.4是氢，卤素或三氟甲基；R.sup.5是卤素或三氟甲基；R.sup.6是氢，或C.sub.1 -C.sub.4烷基。这些化合物在一系列作物中具有选择性除草剂的用途，例如棉花、大豆、豌豆、玉米、小麦和稻米。