2-(4-Methylquinolin-2-yl)aniline

Base Information

• Chemical Name: 2-(4-Methylquinolin-2-yl)aniline
• CAS No.: 6637-33-8
• Molecular Formula: C16H14N2
• Molecular Weight: 234.301
• NSC Number: 403437,52096
• DSSTox Substance ID: DTXSID40287671
• Nikkaji Number: J2.322.377E
• Wikidata: Q82023779
• Mol file: 6637-33-8.mol

Synonyms:2-(4-methylquinolin-2-yl)aniline;6637-33-8;NSC52096;Enamine_005556;Oprea1_618470;SCHEMBL14929701;DTXSID40287671;HMS1409M12;NSC-52096;NSC403437;AKOS024281806;NSC-403437;FT-0726971;Z275235206

Chemical Property of 2-(4-Methylquinolin-2-yl)aniline

Chemical Property:

• Vapor Pressure: 5.33E-07mmHg at 25°C
• Boiling Point: 412.1°Cat760mmHg
• Flash Point: 232.2°C
• Density: 1.167g/cm³
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 234.115698455
• Heavy Atom Count: 18
• Complexity: 278

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=NC2=CC=CC=C12)C3=CC=CC=C3N

Technology Process of 2-(4-Methylquinolin-2-yl)aniline

There total 41 articles about 2-(4-Methylquinolin-2-yl)aniline 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: 94.0%

2-ethynylaniline (52670-38-9) → 2-(2'-aminophenyl)-4-methylquinoline (6637-33-8)

Guidance literature:

With Au₂(BIPHEP)(NTf₂)₂; In 1,2-dichloro-ethane; at 25 ℃; for 6h; Reagent/catalyst; Temperature; Inert atmosphere;

DOI:10.1055/s-0035-1561305

Reference yield: 94.0%

2-aminoacetophenone (551-93-9) + butan-1-ol (71-36-3) → 2-(2'-aminophenyl)-4-methylquinoline (6637-33-8)

Guidance literature:

With potassium hydroxide; at 80 ℃; for 7h;

DOI:10.1039/c5ob01422k

Reference yield: 92.0%

N-(2-(4-methylquinolin-2-yl)phenyl)benzamide (64704-62-7) → 2-(2'-aminophenyl)-4-methylquinoline (6637-33-8)

Guidance literature:

With sulfuric acid; for 0.5h; Heating;

DOI:10.1016/S0040-4020(01)87234-3

upstream raw materials:

formic acid-[2-(4-methyl-[2]quinolyl)-anilide]

2-aminoacetophenone

ethyl bromoacetate

N-(2-(4-methylquinolin-2-yl)phenyl)benzamide

Downstream raw materials:

N-(2-(4-methylquinolin-2-yl)phenyl)acetamide

Refernces

• 1、 Jia, Ruixue,Li, Bin,Liang, Rong,Zhang, Xinying,Fan, Xuesen. "Tunable synthesis of indolo[3,2- c]quinolines or 3-(2-Aminophenyl)Quinolines via aerobic/anaerobic dimerization of 2-alkynylanilines". supporting information. p. 4996 - 5001. Retrieved 2019/07/03.
• 2、 Yao, Song,Zhou, Kaijing,Wang, Jiabing,Cao, Hongen,Yu, Lei,Wu, Jianzhang,Qiu, Peihong,Xu, Qing. "Synthesis of 2-substituted quinazolines by CsOH-mediated direct aerobic oxidative cyclocondensation of 2-aminoarylmethanols with nitriles in air". supporting information. p. 2945 - 2951. Retrieved 2017/07/24.