2,3,5,6-四氟苯甲胺 | 89992-52-9

• 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: 2,3,5,6-四氟苯甲胺
• 英文名称: 2,3,5,6-tetrafluorobenzylamine
• 英文别名: (2,3,5,6-Tetrafluorophenyl)methanamine
• CAS: 89992-52-9
• 化学式: C₇H₅F₄N
• 分子量: 179.117
• InChiKey: GOUKYMUBOWCOIV-UHFFFAOYSA-N

物化性质

• 沸点：
  164℃
• 密度：
  1.418
• 闪点：
  63℃

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2921420090

反应信息

• 作为反应物：
  描述：

  2,3,5,6-四氟苯甲胺 、 N-hydroxysuccinimidyl 4-sulfamoylbenzenecarboxylate 在 dipotassium hydrogenphosphate 作用下， 以 丙酮 为溶剂， 以11%的产率得到N-(4'-sulfamoylbenzoyl)-2,3,5,6-tetrafluorobenzylamine
  参考文献：
  名称：

  The Pattern of Fluorine Substitution Affects Binding Affinity in a Small Library of Fluoroaromatic Inhibitors for Carbonic Anhydrase

  摘要：

  A library of fluoroaromatic inhibitors of carbonic anhydrase has been found to bind in a manner dependent on both hydrophobicity and the pattern of substitution of the fluoroaromatic ring. All of the compounds in the library bind to the protein with K-d < 3 nM. We have inferred;two distinct binding modes from our data, which suggest two types of interactions that should be considered when designing fluorinated drugs.

  DOI：

  10.1021/ol9905250
• 作为产物：
  描述：

  2,3,5,6-四氟苯甲腈 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 以56%的产率得到2,3,5,6-四氟苯甲胺
  参考文献：
  名称：

  The Pattern of Fluorine Substitution Affects Binding Affinity in a Small Library of Fluoroaromatic Inhibitors for Carbonic Anhydrase

  摘要：

  A library of fluoroaromatic inhibitors of carbonic anhydrase has been found to bind in a manner dependent on both hydrophobicity and the pattern of substitution of the fluoroaromatic ring. All of the compounds in the library bind to the protein with K-d < 3 nM. We have inferred;two distinct binding modes from our data, which suggest two types of interactions that should be considered when designing fluorinated drugs.

  DOI：

  10.1021/ol9905250

文献信息

• [EN] FORMATION OF TETRA-SUBSTITUTED ENAMIDES AND STEREOSELECTIVE REDUCTION THEREOF<br/>[FR] FORMATION D'ENAMIDES TETRA-SUBSTITUES ET REDUCTION STEREOSELECTIVE DE CES DERNIERS
  申请人：MERCK & CO INC

  公开号：WO2006017045A2

  公开（公告）日：2006-02-16

  The present invention is directed to a practical process for the preparation of an enamide (II) by palladium catalyzed coupling of a primary amide (IV) with a compound of structural formula (III), as shown below: As well as to crystalline forms of a compound produced by this process, in particular, an anhydrous crystal form, Form B, and crystalline solvates falling into three patterns, Type 1, Type 2, and Type 3, and crystalline intermediate compounds produced in the process. Still further, the present invention relates to the stereoselective reduction of the tetrasubstituted enamide (II) to the corresponding amide (I).

  本发明涉及一种实用的过程，通过钯催化偶联结构式（III）的化合物与一级酰胺（IV）进行偶联反应，制备出烯酰胺（II）。此外，本发明还涉及通过该过程制备的化合物的晶体形式，特别是无水晶体形式B和分别属于三种模式的晶体溶剂，即第一型、第二型和第三型，以及在该过程中产生的晶体中间体化合物。此外，本发明还涉及四取代烯酰胺（II）的立体选择性还原，得到相应的酰胺（I）。
• PROCESS FOR PREPARING TETRAFLUOROBENZENE CARBALDEHYDE ALKYL ACETAL
  申请人：Ikeda Haruhiko

  公开号：US20100105954A1

  公开（公告）日：2010-04-29

  A process for preparing tetrafluorobenzene carbaldehyde alkyl acetal represented by the following formula (II), comprising reducing tetrafluorocyanobenzene represented by the following formula (I) with a metal catalyst containing a platinum group metal in the presence of an alkyl alcohol represented by R—OH (R is an alkyl group of 1 to 4 carbon atoms) and an acid; (I) wherein m is 1 or 2, n is 0 or 1, and m+n is 2, (II) wherein m and n are the same as those in the formula (I), and R is an alkyl group of 1 to 4 carbon atoms.

  一种制备以下式（II）所示的四氟苯甲醛烷基缩醛的方法，包括在醇R-OH（其中R是1至4个碳原子的烷基）和酸的存在下，使用含有铂族金属的金属催化剂还原以下式（I）所示的四氟氰基苯：（I）其中m为1或2，n为0或1，m+n为2；（II）其中m和n与式（I）中的相同，R是1至4个碳原子的烷基。
• Process for preparing tetrafluorobenzene carbaldehyde alkyl acetal
  申请人：Showa Denko K.K.

  公开号：US07790931B2

  公开（公告）日：2010-09-07

  A process for preparing tetrafluorobenzene carbaldehyde alkyl acetal represented by the following formula (II), comprising reducing tetrafluorocyanobenzene represented by the following formula (I) with a metal catalyst containing a platinum group metal in the presence of an alkyl alcohol represented by R—OH (R is an alkyl group of 1 to 4 carbon atoms) and an acid; (I) wherein m is 1 or 2, n is 0 or 1, and m+n is 2, (II) wherein m and n are the same as those in the formula (I), and R is an alkyl group of 1 to 4 carbon atoms.

  一种制备以下式（II）所示的四氟苯甲醛烷基缩醛的方法，包括在醇R—OH（其中R是1至4个碳原子的烷基）和酸的存在下，用含有铂族金属的金属催化剂还原以下式（I）所示的四氟氰基苯：（I）其中m为1或2，n为0或1，m+n为2，（II）其中m和n与式（I）中的相同，R是1至4个碳原子的烷基。
• Process for the hydrogenation of perhalogenated terephthalonitriles to amines, 2,3,5,6-tetrafluoroxylylene diamine and salts thereof
  申请人：IMPERIAL CHEMICAL INDUSTRIES PLC

  公开号：EP0099622A1

  公开（公告）日：1984-02-01

  A process for the hydrogenation of perhalogenated terephthalonitriles to their corresponding amines under acid conditions. The process is suitably conducted under a pressure of 1 to 100 atmospheres and at a temperature of from 0 to 200°C in the presence of (i) a hydrogenation catalyst containing 0.1 to 70% by weight of a metal in Group 8 of the Periodic Table, (ii) an inorganic acid in an amount at least chemically equivalent to the amine formed and (iii) a solvent which is inert to the reaction ingredients and which does not poison the catalyst; the concentration of nitrile in the total reaction mixture being from 3 to 25% by weight. Preferably water is present in such amount that the proportion of water to solvent is from 1:50 to 1:1 parts by weight. The diamines obtained by this process are useful intermediates in the preparation of pesticidal compounds. 2,3,5,6-Tetrafluoroxylylene diamine and its salts are novel compounds.

  一种在酸性条件下将全卤化对苯二腈氢化为相应胺的工艺。该工艺宜在 1 至 100 个大气压的压力和 0 至 200 摄氏度的温度下进行，催化剂(i) 含有 0.1 至 70% （按重量计）元素周期表第 8 族金属的氢化催化剂，(ii) 一种无机酸，其用量至少与所形成的胺的化学成分相当，(iii) 一种对反应成分惰性且不会毒害催化剂的溶剂；总反应混合物中腈的浓度为 3 至 25%（按重量计）。水的用量最好是水与溶剂的重量比为 1:50 至 1:1。通过这种工艺得到的二胺是制备杀虫剂化合物的有用中间体。2,3,5,6-四氟氧乙烯二胺及其盐类是新型化合物。
• WO2006/137347
  申请人：——

  公开号：——

  公开（公告）日：——