2-methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine

Base Information

• Chemical Name: 2-methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine
• CAS No.: 1026-05-7
• Molecular Formula: C16H18 N2
• Molecular Weight: 238.332
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID30385610
• Nikkaji Number: J2.903.803A
• Mol file: 1026-05-7.mol

Synonyms:2-methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine;1026-05-7;(2-Methyl-1,2,3,4-tetrahydro-quinolin-4-yl)-phenyl-amine;4-Quinolinamine, 1,2,3,4-tetrahydro-2-methyl-N-phenyl-;Cambridge id 5303389;Oprea1_476382;SCHEMBL4123718;DTXSID30385610;HMS1580M21;MFCD00183927;AKOS000270590;AKOS016039950;DS-14727;CS-0137222;C71110;AB00079512-01;N-Phenyl-2-methyl-1,2,3,4-tetrahydroquinoline-4-amine;(2-Methyl-1,2,3,4-tetrahydroquinolin-4-yl)(phenyl)amine

Chemical Property of 2-methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine

Chemical Property:

• Melting Point: 126 °C
• Boiling Point: 400.4±44.0 °C(Predicted)
• PKA: 4.16±0.60(Predicted)
• PSA: 24.06000
• Density: 1.097±0.06 g/cm3(Predicted)
• LogP: 4.25490
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 238.146998583
• Heavy Atom Count: 18
• Complexity: 260

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1CC(C2=CC=CC=C2N1)NC3=CC=CC=C3

Technology Process of 2-methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine

There total 46 articles about 2-methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine 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: 82.0%

N-Phenylalanin (15727-49-8) → 2-methyl-1,2,3,4-tetrahydroquinolin-4-yl-(phenyl)amine (1026-05-7)

Guidance literature:

With 5,6-bis(5-methoxythiophen-2-yl)pyrazine-2,3-dicarbonitrile; In chloroform; toluene; at 25 ℃; for 15h; Molecular sieve; Sealed tube; Irradiation; Green chemistry;

Reference yield: 66.0%

1-ethenyl-2-pyrrolidinone (88-12-0) + aniline (62-53-3) → cis-1-(2-methyl-1,2,3,4-tetrahydroquinoline-4-yl) pyrrolidin-2-one + trans-2-methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine (1026-05-7,26343-37-3,26343-40-8) + cis-2-methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine (1026-05-7,26343-37-3,26343-40-8)

Guidance literature:

With N,4-poly(2-bromoaniline) hydrobromide; In neat (no solvent); at 80 ℃; for 0.166667h; Overall yield = 90 %;

DOI:10.1016/j.catcom.2014.08.011

Reference yield: 66.0%

1-ethenyl-2-pyrrolidinone (88-12-0) + aniline (62-53-3) → cis-1-(2-methyl-1,2,3,4-tetrahydroquinoline-4-yl) pyrrolidin-2-one + trans-2-methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine (1026-05-7,26343-37-3,26343-40-8) + cis-2-methyl-N-phenyl-1,2,3,4-tetrahydroquinolin-4-amine (1026-05-7,26343-37-3,26343-40-8)

Guidance literature:

With N,4-poly(2-bromoaniline) hydrobromide; In neat (no solvent); at 80 ℃; for 0.166667h; Overall yield = 90 %;

DOI:10.1016/j.catcom.2014.08.011

upstream raw materials:

acetaldehyde

aniline

acetylene

1-ethenyl-2-pyrrolidinone

Downstream raw materials:

2-methylquinoline

(+/-)-N-(1-acetyl-2c-methyl-1,2,3,4-tetrahydro-[4r]quinolyl)-N-phenyl-acetamide

(4-Anilino-2-methyl-3,4-dihydro-1(2H)-quinolinyl)(4-chlorophenyl)methanone

N-ethyl-N-phenylamine

Refernces

• 1、 Smith, Howard C.,Cavanaugh, Caitlin K.,Friz, Jennifer L.,Thompson, Christine S.,Saggers, Jessica A.,Michelotti, Enrique L.,Garcia, Javier,Tice, Colin M.. "Synthesis and SAR of cis-1-Benzoyl-1,2,3,4-tetrahydroquinoline ligands for control of gene expression in ecdysone responsive systems". . p. 1943 - 1946. Retrieved 2003.
• 2、 Chen, Bin,Su, Long-Long,Tung, Chen-Ho,Wang, Wen-Guang,Wei, Xiang-Zhu,Wu, Li-Zhu,Zheng, Yi-Wen. "Photocatalytic Synthesis of Quinolines via Povarov Reaction under Oxidant-Free Conditions". supporting information. . Retrieved 2022/02/14.
• 3、 -. "Method for synthesizing quinoline compounds in mode that oxidative dehydrogenation of tetrahydroquinoline compounds is synergistically catalyzed by visible light". Paragraph 0008; 0011; 0012. . Retrieved 2018/05/30.