3,5-二氟苯甲脒 | 582307-06-0

• 物质功能分类: 化学试剂 - 有机试剂 - 亚氨、脒
• 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: 3,5-二氟苯甲脒
• 英文名称: 3,5-difluorobenzamidine
• 英文别名: 3,5-Difluoro-benzamidine；3,5-difluorobenzenecarboximidamide
• CAS: 582307-06-0
• 化学式: C₇H₆F₂N₂
• 分子量: 156.135
• InChiKey: OCOJRZRBYPOQET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 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：
  49.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-苄基-4-哌啶酮-3-羧酸乙酯 、 3,5-二氟苯甲脒 在 sodium methylate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以24.66%的产率得到6-benzyl-2-(3,5-difluorophenyl)-7,8-dihydro-5H-pyrido[4,3-d]pyrimidin-4-ol
  参考文献：
  名称：

  EP3252059

  摘要：

  公开号：
• 作为产物：
  描述：

  (3,5-difluorophenyl)diazirine 、 sodium thiophenolate 以 甲醇 为溶剂， 生成 3,5-二氟苯甲腈 、 3,5-二氟苯甲脒 、 二苯二硫醚
  参考文献：
  名称：

  Reaction of arylhalodiazirines with thiophenoxide: a redox process

  摘要：

  Phenylbromodiazirine reacts with thiophenoxide ion in methanol to give benzonitrile, benzamidine, ammonia, and diphenyl disulfide. The reaction is general for arylhalodiazirines, with electron-withdrawing groups on the aromatic ring exerting a small rate-enhancing effect. Three potential mechanisms are suggested for this redox process. These mechanisms include an N-sulfenylated diazirine, a diazirinyl radical, and a diazirinyl anion. Ring opening of these intermediates and subsequent transformations would lead to benzonitriles, benzamidine, and ammonia. A key intermediate in these transformations is PhSNH2, 32. This intermediate has been independently generated and found to rapidly convert to ammonia and diphenyl disulfide under the reaction conditions. Another proposed intermediate, N-(phenylthio)benzamidine, 38, has also been independently generated and subjected to the reaction conditions, where benzamidine and more diphenyl disulfide result. Theoretical calculations suggest the existence of isomeric diazirinyl anions. In addition to a diazirinyl ion with charge essentially on carbon, there is also an allylic-type ion with charge on the two nitrogen atoms. Single-electron reduction of a diazirinyl radical necessarily leads to a nitrogen-centered diazirinyl anion. Conversion of this anion to the carbon-centered diazirinyl anion is a forbidden process. These theoretical studies suggest that the diazirinyl anion may be a viable intermediate in solution.

  DOI：

  10.1021/ja00070a003

文献信息

• Pyridine and pyrimidine derivatives
  申请人：——

  公开号：US20030216382A1

  公开（公告）日：2003-11-20

  The present invention provides compounds of formula (I) 1 wherein R 1 , R 2 , R 3 , R 4 and X are as defined in the specification, and pharmaceutically acceptable salts thereof. The compounds are useful for the treatment and/or prophylaxis of diseases which are associated with DPP IV, such as diabetes, particularly non-insulin dependent diabetes mellitus, and impaired glucose tolerance.

  本发明提供了化合物的公式（I）1，其中R1、R2、R3、R4和X如规范中所定义，以及其药用盐。这些化合物可用于治疗和/或预防与DPP IV相关的疾病，如糖尿病，特别是非胰岛素依赖型糖尿病和糖耐量受损。
• C−N Cross‐Coupling Reactions Under Mild Conditions Using Singlet Di‐Radical Nickel(II)‐Complexes as Catalyst: N‐Arylation and Quinazoline Synthesis
  作者：Rina Sikari、Suman Sinha、Gargi Chakraborty、Siuli Das、Nicolaas Petrus Leest、Nanda D. Paul

  DOI：10.1002/adsc.201900545

  日期：2019.9.17

  Herein we report a cost‐effective synthetic approach for C−N cross‐coupling reactions of a broad array of nitrogen nucleophiles and aryl halides under mild conditions. These reactions are catalyzed by an inexpensive, air‐stable, earth‐abundant and easy‐to‐prepare singlet di‐radical nickel(II)‐catalyst containing two antiferromagnetically coupled single‐electron oxidized diiminosemiquinonato type ligands

  本文中，我们报告了在温和条件下，氮亲核试剂和卤代芳基卤化物的C-N交叉偶联反应的一种经济有效的合成方法。这些反应由廉价的，空气稳定的，富含地球的，易于制备的单重双自由基镍（II）催化剂催化，该催化剂包含两个反铁磁耦​​合的单电子氧化的二亚氨基半醌型配体。该协议为C-N交叉偶联反应提供了另一种方法，通过金属和配体中心的氧化还原事件的共同参与，避免了镍（0）/镍（II）或镍（I）/镍（III）的氧化还原过程。除了各种各样的N-芳基化反应，通过明智地选择卤代芳基和氮亲核试剂，可以在相对温和的反应条件下以中等到良好的产率合成多种多取代的喹唑啉。通过（i）2-溴苄胺与苯甲酰胺和（ii）2-溴苄溴与am的CN交叉偶联，我们的催化剂在喹唑啉合成中几乎同样有效。进行了控制实验和DFT研究，以增进对配体和以金属（镍）为中心的氧化还原事件在催化循环的氧化加成/还原消除过程中协同参与的了解，并阐明C-的可能机理
• ANTI-PULMONARY TUBERCULOSIS NITROIMIDAZOLE DERIVATIVE
  申请人：Medshine Discovery Inc.

  公开号：EP3252059A1

  公开（公告）日：2017-12-06

  Disclosed is a substituted nitroimidazole derivative, which is mainly used for treating related diseases caused by mycobacterial infections, such as Mycobacterium tuberculosis, especially being suitable for diseases caused by resistant Mycobacterium tuberculosis.

  本发明公开了一种取代的硝基咪唑衍生物，主要用于治疗结核分枝杆菌等分枝杆菌感染引起的相关疾病，尤其适用于耐药结核分枝杆菌引起的疾病。
• Anti-pulmonary tuberculosis nitroimidazole derivative
  申请人：MEDSHINE DISCOVERY INC.

  公开号：US10227362B2

  公开（公告）日：2019-03-12

  Disclosed is a substituted nitroimidazole derivative, which is mainly used for treating related diseases caused by mycobacterial infections, such as Mycobacterium tuberculosis, especially being suitable for diseases caused by resistant Mycobacterium tuberculosis.

  本发明公开了一种取代的硝基咪唑衍生物，主要用于治疗结核分枝杆菌等分枝杆菌感染引起的相关疾病，尤其适用于耐药结核分枝杆菌引起的疾病。
• Curable organopolysiloxane compositions
  申请人：Wacker Chemie AG

  公开号：US10301433B2

  公开（公告）日：2019-05-28

  Artificial stone having excellent mechanical and weatherability properties is prepared from a highly filled crosslinkable organosilicon composition where the filler comprises at least 20 weight percent of coarse fillers, the organosilicon component contains silicon-bonded alkoxy and or hydroxyl groups, with a catalyst containing a metal compound and an amidine or guanidine.

  具有优异机械性能和耐候性能的人造石是由一种高填充可交联有机硅组合物制备而成的，其中填料包括至少 20 重量百分比的粗填料，有机硅组分含有硅键合烷氧基和或羟基，催化剂含有金属化合物和脒或胍。