联苯-2,4-亚基二胺 | 16069-32-2

• 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: 联苯-2,4-亚基二胺
• 英文名称: 2-phenyl-1,3-phenylenediamine
• 英文别名: biphenyl-2,4-ylenediamine；biphenyl-2,4-diamine；4-phenylbenzene-1,3-diamine
• CAS: 16069-32-2
• 化学式: C₁₂H₁₂N₂
• 分子量: 184.241
• InChiKey: AXTSDCSKRWMCRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2921590090

反应信息

• 作为产物：
  描述：

  2,4-二硝基-1-苯基苯 在 glucose dehydrogenase 、 葡萄糖 、 nitroreductase from Bacillus tequilensis 、 还原型辅酶Ⅰ 作用下， 以 aq. phosphate buffer 、 二甲基亚砜 为溶剂， 以84%的产率得到联苯-2,4-亚基二胺
  参考文献：
  名称：

  Synthesis of Pharmaceutically Relevant Arylamines Enabled by a Nitroreductase from Bacillus tequilensis

  摘要：

  Arylamines are essential building blocks for the manufacture of valuable pharmaceuticals, pigments and dyes. However, their current industrial production involves the use of chemocatalytic procedures with a significant environmental impact. As a result, flavin‐dependent nitroreductases (NRs) have received increasing attention as sustainable catalysts for more ecofriendly synthesis of arylamines. In this study, we assessed a novel NR from Bacillus tequilensis, named BtNR, for the synthesis of pharmaceutically relevant arylamines, including valuable synthons used in the manufacture of blockbuster drugs such as vismodegib, sonidegib, linezolid and sildenafil. After optimizing the enzymatic reaction conditions, high conversion of nitroaromatics to arylamines (up to 97 %) and good product yields (up to 56 %) were achieved. Our results indicate that BtNR has a broad substrate scope, including bulky nitro benzenes, nitro pyrazoles and nitro pyridines. Hence, BtNR is an interesting biocatalyst for the synthesis of pharmaceutically relevant amine‐functionalized aromatics, providing an attractive alternative to traditional chemical synthesis methodologies.

  DOI：

  10.1002/cbic.202300846

文献信息

• Regioselective Radical Arylation of Aromatic Diamines with Arylhydrazines
  作者：Toshihide Taniguchi、Takumi Mizuno、Mitsutaka Imoto、Motonori Takeda、Takeo Nakai、Masatoshi Mihara、Akihiro Nomoto、Akiya Ogawa

  DOI：10.1055/s-0036-1588921

  日期：——

  aerospace materials, for example, Kapton®. The arylation of aromatic diamines with arylhydrazine hydrochlorides was achieved in reasonable yields. This new and simple reaction occurred at room temperature in air using an inexpensive base. This transformation seems to proceed via a homolytic aromatic substitution (HAS) mechanism. The synthesized aromatic diamines are used as raw materials for polyimides, including

  摘要 以合理的收率实现了芳基二胺与芳基肼盐酸盐的芳基化。使用便宜的碱，这种新的简单反应在室温下于空气中发生。这种转变似乎是通过均溶芳族取代（HAS）机制进行的。将合成的芳族二胺被用作聚酰亚胺的原料，包括重要的航空材料，例如，卡普顿®。 以合理的收率实现了芳基二胺与芳基肼盐酸盐的芳基化。使用便宜的碱，这种新的简单反应在室温下于空气中发生。这种转变似乎是通过均溶芳族取代（HAS）机制进行的。将合成的芳族二胺被用作聚酰亚胺的原料，包括重要的航空材料，例如，卡普顿®。
• Mesoporous silicabis(ethylsulfanyl)propane palladium catalysts for hydrogenation and one-pot two-step Suzuki cross-coupling followed by hydrogenation
  作者：Asma Qazi、Alice Sullivan

  DOI：10.1039/c1dt10589b

  日期：——

  The solid phase catalytic activity of mesoporous silicabis(ethylsulfanyl)propane palladium catalysts for hydrogenation and novel one-pot two-step Suzuki cross-coupling followed by hydrogenation is described. The efficiency of catalytic hydrogenation was measured for substrate nitrobenzene with 5, 7 and 14 nm average pore diameter materials. The 5 nm pore material performed best and was also very effective in the catalytic hydrogenation of alkene, nitrile and imine substrates. Novel one-pot two-step Suzuki cross-coupling and hydrogenation was demonstrated using bromonitro- and bromodinitrobenzene and phenylboronic acid as substrates with conversion to the corresponding coupled amino compounds. As a consequence of the high affinity of the sulfur ligands for palladium, none was detected in leaching tests and the catalyst is easily separated and recycled.

  介绍了介孔硅双（乙硫基）丙烷钯催化剂在氢化和新型一步法两步铃木交叉偶联后氢化中的固相催化活性。使用平均孔径为 5、7 和 14 纳米的材料测量了底物硝基苯的催化氢化效率。5 nm 孔径材料的性能最佳，在催化烯、腈和亚胺底物的氢化过程中也非常有效。以溴硝基苯、溴二硝基苯和苯硼酸为底物，演示了新颖的一步法两步铃木交叉偶联和氢化反应，并转化为相应的偶联氨基化合物。由于硫配体与钯的亲和力很高，因此在浸出测试中未检测到任何硫配体，催化剂也很容易分离和回收。
• Multifunctional crosslinking agent, crosslinked polymer, and method of making same
  申请人：The United States of America, as represented by the Secretary of the Air Force

  公开号：US10294255B1

  公开（公告）日：2019-05-21

  A multifunctional crosslinking agent, a crosslinked polymer, and a method of making the same are disclosed. The multifunctional crosslinking agent, which may be used to crosslink amine-terminated polyamides, polyimides, or poly(amide-imide)s, includes three or four anhydride functional groups. The multifunctional crosslinking agent may be defined by a general chemical formula (I): (Z—Ar—)n—W, wherein W represents an anhydride functional group that is directly or indirectly bonded to Ar; Ar represents an aryl group that is directly bonded to W; and n is equal to 3 when W is P═O or N, or n is equal to 4 when W is Si or a carbon moiety.

  本发明涉及一种多功能交联剂、交联聚合物及其制备方法。该多功能交联剂可用于交联胺基末端的聚酰胺、聚酰亚胺或聚酰亚胺酰类，包括三个或四个酸酐官能团。该多功能交联剂可由通式(I)表示：(Z—Ar—)n—W，其中W表示直接或间接与Ar键合的酸酐官能团；Ar表示直接与W键合的芳基团；当W为P═O或N时，n等于3；当W为Si或碳基团时，n等于4。
• Verfahren zur Herstellung von gegebenenfalls zelligen Polyurethan-Polyharnstoff-Formkörpern
  申请人：BASF Aktiengesellschaft

  公开号：EP0109624A2

  公开（公告）日：1984-05-30

  Die Erfindung betrifft ein Einstufen-Verfahren zur Herstellung von zelligen oder vorzugsweise kompakten Polyurethan-Polyharnstoff-Formkörpern, vorzugsweise mit Hilfe der Reaktionsspritzgußtechnik, durch Umsetzung von organischen Polyisocyanaten, Polyolen und gegebenenfalls substituierten Diaminoazobenzolen, vorzugsweise 4,4'- und/oder 2,4'-Diaminoazobenzolen, Diaminoazopyridinen und/oder deren Oxide in Gegenwart von Katalysatoren sowie gegebenenfalls Treibmitteln, Hilfs- und Zusatzstoffen.

  本发明涉及一种生产蜂窝状聚氨酯-聚脲模塑件的一步法工艺，最好采用反应注 塑技术，在催化剂和可选发泡剂、助剂和添加剂的存在下，使有机多异氰酸酯、多元 醇和可选取代的二氨基偶氮苯，最好是 4,4'-和/或 2,4'-二氨基偶氮苯、二氨基偶氮吡啶和/ 或其氧化物发生反应。
• Impact modified polyamide/polycarbonate blends
  申请人：GENERAL ELECTRIC COMPANY

  公开号：EP0301234A2

  公开（公告）日：1989-02-01

  Thermoplastic molding composition comprising amorphous polyamide and polycarbonate resin blends exhibit improved impact resistance by addition of a polyamide - polyether block copolymer.

  由无定形聚酰胺和聚碳酸酯树脂混合物组成的热塑性模塑组合物，通过添加聚酰胺-聚醚嵌段共聚物，提高了抗冲击性。