4-(ethylaminomethyl)benzonitrile

Base Information

• Chemical Name: 4-(ethylaminomethyl)benzonitrile
• CAS No.: 4714-63-0
• Molecular Formula: C9H10 N2
• Molecular Weight: 146.192
• Hs Code.: 2926909090
• Mol file: 4714-63-0.mol

Synonyms:Benzonitrile,p-(ethylamino)- (7CI,8CI); 4-(Ethylamino)benzonitrile

Chemical Property of 4-(ethylaminomethyl)benzonitrile

Chemical Property:

• Vapor Pressure: 0.00256mmHg at 25°C
• Boiling Point: 287 ºC
• Flash Point: 127 ºC
• PSA: 35.82000
• Density: 1.04
• LogP: 2.06308
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98%min ^*data from raw suppliers

4-(Ethylamino)benzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(ethylaminomethyl)benzonitrile

There total 11 articles about 4-(ethylaminomethyl)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: 90.0%

4-fluorobenzonitrile (1194-02-1,143234-87-1) + ethylamine (75-04-7,85404-22-4) → 4-(ethylamino)benzonitrile (4714-63-0)

Guidance literature:

4-fluorobenzonitrile; ethylamine; With potassium carbonate; In dimethyl sulfoxide; at 150 ℃; for 0.333333h; irradiated with microwave;

With hydrogenchloride; In water; pH=1;

Reference yield: 73.0%

ethanol (64-17-5) + 4-Aminobenzonitrile (873-74-5) → 4-(ethylamino)benzonitrile (4714-63-0)

Guidance literature:

With cesiumhydroxide monohydrate; (1,4-dimethyl-5,7-diphenyl-1,2,3,4-tetrahydro-6H-cyclopenta[b]pyrazin-6-one) irontricarbonyl complex3; at 110 ℃; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.8b02080

Reference yield: 56.0%

acetic acid (64-19-7,77671-22-8) + 4-Aminobenzonitrile (873-74-5) → 4-(ethylamino)benzonitrile (4714-63-0)

Guidance literature:

With potassium phosphate; 18-crown-6 ether; phenylsilane; In tetrahydrofuran; at 80 ℃; for 12h; Glovebox; Molecular sieve; Schlenk technique;

DOI:10.1002/adsc.202000679

upstream raw materials:

4-fluorobenzonitrile

N-(4-cyanophenyl)-N-ethylacetamide

N-ethyl-N-methyl-4-cyanoaniline

ethylamine

Downstream raw materials:

N-ethyl-N-methyl-4-cyanoaniline

4-(ethylamino)benzoic acid

N-(p-cyanophenyl)-1,2,3,4-tetrahydroisoquinoline

4-pyrrolidin-1-yl-benzonitrile

Refernces

• 1、 Lu, Chunlei,Qiu, Zetian,Xuan, Maojie,Huang, Yan,Lou, Yongjia,Zhu, Yiling,Shen, Hao,Lin, Bo-Lin. "Direct N-Alkylation/Fluoroalkylation of Amines Using Carboxylic Acids via Transition-Metal-Free Catalysis". supporting information. p. 4151 - 4158. Retrieved 2020/08/21.
• 2、 Deng, Danfeng,Hu, Bowen,Zhang, Ziyu,Mo, Shengkai,Yang, Min,Chen, Dafa. "Alkylation of Aromatic Amines with Trialkyl Amines Catalyzed by a Defined Iridium Complex with a 2-Hydroxypyridylmethylene Fragment". . p. 2218 - 2226. Retrieved 2019/05/21.