2-amino-4-fluorobenzenesulphonic acid | 73128-97-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-amino-4-fluorobenzenesulphonic acid
• 英文别名: 2-Amino-4-fluorobenzenesulfonic acid；2-amino-4-fluorobenzenesulfonic acid
• CAS: 73128-97-9
• 化学式: C₆H₆FNO₃S
• 分子量: 191.183
• InChiKey: HWVOCUCRIWNJHI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  4-氨基-5-羟基-3-[[4-[[2-(磺基氧基)乙基]磺酰基]苯基]偶氮]萘-2,7-二磺酸 、 2-amino-4-fluorobenzenesulphonic acid 在 碳酸氢钠 、 sodium nitrite 、 盐酸 、 sodium carbonate 作用下， 以 水 为溶剂， 反应 0.17h， 生成 5-Amino-3-[(5-fluoro-2-sulfophenyl)diazenyl]-4-hydroxy-6-[[4-(2-sulfooxyethylsulfonyl)phenyl]diazenyl]naphthalene-2,7-disulfonic acid
  参考文献：
  名称：

  [EN] RING FLUORINATED REACTIVE DYES
  [FR] COLORANTS RÉACTIFS FLUORÉS À NOYAU

  摘要：

  本发明要求公式(I)的染料，其中a为1或2；X1、X2、RG、R1、R2、R3、R4、a、b、c和M的定义如权利要求书中所述，以及它们的制备方法和用途。

  公开号：

  WO2010057830A1
• 作为产物：
  描述：

  3-氟苯胺 在 发烟硫酸 、 硫酸 、 sodium hydroxide 、 盐酸 作用下， 以 水 为溶剂， 以98%的产率得到2-amino-4-fluorobenzenesulphonic acid
  参考文献：
  名称：

  [EN] RING FLUORINATED REACTIVE DYES
  [FR] COLORANTS RÉACTIFS FLUORÉS À NOYAU

  摘要：

  本发明要求公式(I)的染料，其中a为1或2；X1、X2、RG、R1、R2、R3、R4、a、b、c和M的定义如权利要求书中所述，以及它们的制备方法和用途。

  公开号：

  WO2010057830A1

文献信息

• Potential metabolites of tricyclic neuroleptics and their fluorinated analogues; 3-Hydroxy-, 3-methoxy- and 3-fluoro-10-(4-methylpiperazino)-10,11-dihydrodibenzo[b,f]thiepin
  作者：Miroslav Protiva、Karel Šindelář、Zdeněk Šedivý、Jiřina Metyšová

  DOI：10.1135/cccc19792108

  日期：——

  4-Methoxy-2-(phenylthio)benzoic acid (V) was transformed in four steps to the homologous acid IXa which was cyclized to 3-methoxydibenzo[b,f]thiepin-10(11H)-one (Xa). The 3-methoxy derivative III of perathiepin (I) was synthesized via the intermediates XIa and XIIa, and demethylated with boron tribromide to the phenolic compound II. The analogous 3-fluoro derivative IV was synthesized from (4-fluoro-2-iodophenyl)acetic acid (XVII), the preparation of which by several procedures is described. Whereas III has only mild tranquilizing activity, II is more potent than perathiepin (I) in the tests for central depressant and cataleptic effects. The 3-fluoro derivative IV, while lacking the properties of a neuroleptic agent, is highly central depressant and this effect shows some prolongation after oral administration.

  4-甲氧基-2-(苯硫基)苯甲酸（V）经过四步转化为同系物酸IXa，后者被环化为3-甲氧基二苯并[bf]噻吩-10(11H)-酮（Xa）。过硫噻吩（I）的3-甲氧基衍生物III，通过中间体XIa和XIIa合成，并用三溴化硼去甲基化为酚化合物II。类似的3-氟衍生物IV是由(4-氟-2-碘苯基)乙酸（XVII）合成的，其制备过程描述了几种方法。尽管III仅具有轻微的镇静活性，II在中枢抑制和痉挛效应测试中比过硫噻吩（I）更有效。3-氟衍生物IV虽然不具有神经阻滞剂的特性，但具有很强的中枢抑制作用，并且这种效果在口服后有一定延长。
• Development of an efficient ruthenium catalyzed synthetic process and mechanism for the facile conversion of benzothiazoles to orthanilic acids
  作者：R.V. Jagadeesh、P. Karthikeyan、P. Nithya、Y. Sree Sandhya、S. Sudhaker Reddy、P. Pradeep Kumar Reddy、M. Vinod Kumar、K.T. Prabhu Charan、R. Narender、P.R. Bhagat

  DOI：10.1016/j.molcata.2010.06.006

  日期：2010.8

  Ruthenium-Schiff base complex catalyzed efficient protocol has been developed for the synthesis of orthanilic acids from benzothiazoles in good to excellent yields using N-haloamines. Hexa-coordinated ruthenium complex with Schiff base and triphenylphosphine ligands has been prepared and its catalytic function was invented for the synthesis of orthanilic acids. The synthetic process utilizes our efficient method for the selective and preferential oxidation of thiazole ring of benzothiazoles using N-haloamines without effecting phenyl ring. The detailed catalytic, mechanistic and kinetic investigations have been made for the synthetic reactions. Solvent isotope studies have been made in H2O-D2O and the reactions were carried out at different temperatures. Under the identical set of conditions, the kinetics of catalyzed reactions has been compared with uncatalyzed reactions and found that the catalyzed reactions are 9-11 folds faster. The catalytic constants (K-c) have been calculated for each N-haloamine at different temperatures and the values of activation parameters with respect to the catalyst have been evaluated. Spectroscopic evidence for the formation of 1:1 complex between N-haloamine and ruthenium has been obtained. The observed results have been explained by a plausible mechanism and the related rate law has been deduced. (C) 2010 Elsevier B.V. All rights reserved.
• [EN] RING FLUORINATED REACTIVE DYES<br/>[FR] COLORANTS RÉACTIFS FLUORÉS À NOYAU
  申请人：DYSTAR COLOURS DEUTSCHLAND GMB

  公开号：WO2010057830A1

  公开（公告）日：2010-05-27

  The present invention claims dyestuffs of the formula (I) wherein a, is 1 or 2; X1, X2, RG, R1, R2, R3, R4, a, b, c and M are defined as given in claim 1, a method for their preparation and their use.

  本发明要求公式(I)的染料，其中a为1或2；X1、X2、RG、R1、R2、R3、R4、a、b、c和M的定义如权利要求书中所述，以及它们的制备方法和用途。