4-(benzylamino)benzonitrile

Base Information

• Chemical Name: 4-(benzylamino)benzonitrile
• CAS No.: 10282-32-3
• Molecular Formula: C14H12N2
• Molecular Weight: 208.263
• Mol file: 10282-32-3.mol

Synonyms:

Chemical Property of 4-(benzylamino)benzonitrile

Chemical Property:

• PSA: 35.82000
• LogP: 3.24338
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

KG000412:4-Benzylamino-benzonitrile 97 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(benzylamino)benzonitrile

There total 38 articles about 4-(benzylamino)benzonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 96.0%

4-bromobenzenecarbonitrile (623-00-7) + benzylamine (100-46-9) → 4-(benzylamino)benzonitrile (10282-32-3)

Guidance literature:

With sodium t-butanolate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 80 ℃; for 5h;

Reference yield: 95.0%

4-Cyanochlorobenzene (623-03-0) + benzylamine (100-46-9) → 4-(benzylamino)benzonitrile (10282-32-3)

Guidance literature:

With potassium phosphate; monophosphine 1,2,3,4,5-pentaphenyl-1'-(di-tert-butylphosphino)ferrocene; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 100 ℃; for 20h;

DOI:10.1021/jo025732j

Reference yield: 95.0%

benzaldehyde (100-52-7) + 4-Aminobenzonitrile (873-74-5) → 4-(benzylamino)benzonitrile (10282-32-3)

Guidance literature:

With hydrogen; In toluene; at 110 ℃; for 18h; under 7500.75 Torr;

DOI:10.1039/c6ra21415k

upstream raw materials:

1-(4-cyanophenyl)-N-phenylmethanimine

benzyl bromide

4-Aminobenzonitrile

N-(4-cyanophenyl)benzamide

Downstream raw materials:

N-trifluoroacetyl-4-benzylaminobenzonitrile

Benzyl-(4-cyano-phenyl)-dithiocarbamic acid methyl ester

4-(Benzyl-trifluoromethyl-amino)-benzonitrile

N-(4-aminomethyl-phenyl)-benzylamine

Refernces

• 1、 Selvam, Kaliyamoorthy,Sakamoto, Hirokatsu,Shiraishi, Yasuhiro,Hirai, Takayuki. "Photocatalytic secondary amine synthesis from azobenzenes and alcohols on TiO2 loaded with Pd nanoparticles". . p. 2856 - 2860. Retrieved 2015.
• 2、 Zhou, Peng,Yu, Changlin,Jiang, Liang,Lv, Kangle,Zhang, Zehui. "One-pot reductive amination of carbonyl compounds with nitro compounds with CO/H2O as the hydrogen donor over non-noble cobalt catalyst". . p. 264 - 273. Retrieved 2017.
• 3、 Kwong, Fuk Yee,Klapars, Artis,Buchwald, Stephen L. "Copper-catalyzed coupling of alkylamines and aryl iodides: an efficient system even in an air atmosphere.". . p. 581 - 584. Retrieved 2002.
• 4、 Liu, Lin,Li, Wenxiu,Qi, Ran,Zhu, Qingqing,Li, Jing,Fang, Yuzhen,Kong, Xiangjin. "Cobalt encapsulated in N?doped graphene sheet for one-pot reductive amination to synthesize secondary amines". . . Retrieved 2021.
• 5、 Likhar, Pravin R.,Arundhathi,Kantam, M. Lakshmi. "A recyclable Cu/Al-HT catalyst for amination of aryl chlorides". . p. 3911 - 3914. Retrieved 2007.
• 6、 Wan, Yiqian,Alterman, Mathias,Larhed, Mats,Hallberg, Anders. "Dimethylformamide as a carbon monoxide source in fast palladium-catalyzed aminocarbonylations of aryl bromides". . p. 6232 - 6235. Retrieved 2002.
• 7、 Alshammari, Ahmad S.,Natte, Kishore,Kalevaru, Narayana V.,Bagabas, Abdulaziz,Jagadeesh, Rajenahally V.. "Scalable preparation of stable and reusable silica supported palladium nanoparticles as catalysts for N-alkylation of amines with alcohols". . p. 141 - 149. Retrieved 2020.
• 8、 Fan, Qing-Hua,Liu, Xintong,Luo, Zhenli,Pan, Yixiao,Xu, Lijin,Yang, Ji,Yao, Zhen,Zhang, Xin. "BF3·Et2O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant". supporting information. p. 5205 - 5211. Retrieved 2021/07/29.
• 9、 Balakrishna, Maravanji S.,Kunchur, Harish S.. "Platinum Assisted Tandem P–C Bond Cleavage and P–N Bond Formation in Amide Functionalized Bisphosphine o-Ph2PC6H4C(O)N(H)C6H4PPh2-o: Synthesis, Mechanistic, and Catalytic Studies". supporting information. . Retrieved 2022/01/19.