4-Bromo-6-methoxy-2-methylquinoline

Base Information

• Chemical Name: 4-Bromo-6-methoxy-2-methylquinoline
• CAS No.: 856095-00-6
• Molecular Formula: C11H10 Br N O
• Molecular Weight: 252.11
• Hs Code.: 2933499090
• European Community (EC) Number: 804-510-1
• DSSTox Substance ID: DTXSID20589201
• Wikidata: Q82482425
• Mol file: 856095-00-6.mol

Synonyms:4-Bromo-6-methoxy-2-methylquinoline;856095-00-6;4-Bromo-6-methoxy-2-methyl-quinoline;SCHEMBL1161098;DTXSID20589201;GKOUTMWNNUHDTO-UHFFFAOYSA-N;MFCD07700256;AKOS016000948;AB42137;AS-30512;DB-076376;CS-0314512;4-Bromo-6-methoxy-2-methylquinoline, AldrichCPR

Chemical Property of 4-Bromo-6-methoxy-2-methylquinoline

Chemical Property:

• Vapor Pressure: 0.00016mmHg at 25°C
• Refractive Index: 1.626
• Boiling Point: 341.3°C at 760 mmHg
• PKA: 4.22±0.50(Predicted)
• Flash Point: 160.2°C
• PSA: 22.12000
• Density: 1.455g/cm³
• LogP: 3.31430
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 250.99458
• Heavy Atom Count: 14
• Complexity: 200

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-6-methoxy-2-methylquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C2C=C(C=CC2=N1)OC)Br

Technology Process of 4-Bromo-6-methoxy-2-methylquinoline

There total 3 articles about 4-Bromo-6-methoxy-2-methylquinoline 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: 86.0%

6-methoxy-2-methylquinolin-4-ol (15644-90-3) → 4-bromo-6-methoxy-2-methylquinoline (856095-00-6)

Guidance literature:

With phosphorus tribromide; In N,N-dimethyl-formamide; at 50 ℃; for 96h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.6b00245

Reference yield:

4-methoxy-aniline (104-94-9) → 4-bromo-6-methoxy-2-methylquinoline (856095-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1: polyphosphoric acid / 16.75 h / 80 - 120 °C

2: phosphorus tribromide / N,N-dimethyl-formamide / 3 h / 0 - 20 °C

With phosphorus tribromide; In N,N-dimethyl-formamide;

DOI:10.1016/j.ejmech.2013.08.028

Reference yield:

ethyl (Z)-3-(4-methoxyanilino)-2-butenoate (33240-23-2,66558-24-5) → 4-bromo-6-methoxy-2-methylquinoline (856095-00-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 250 - 260 °C

2: phosphoryl bromide / anschliessend mit Wasser

With phosphorus(V) oxybromide;

DOI:10.1039/jr9310000107

upstream raw materials:

6-methoxy-2-methylquinolin-4-ol

ethyl (Z)-3-(4-methoxyanilino)-2-butenoate

4-methoxy-aniline

Downstream raw materials:

[2-(6-methoxy-2-methyl-[4]quinolylamino)-phenyl]-arsonic acid

N-(4-(4-aminobenzyl)phenyl)-6-methoxy-2-methylquinolin-4-amine

6-methoxyquinaldine

6-methoxyquinoline-2-carboxaldehyde

Refernces

• 1、 Gopinath, Vadiraj S.,Pinjari, Jakir,Dere, Ravindra T.,Verma, Aditya,Vishwakarma, Preeti,Shivahare, Rahul,Moger, Manjunath,Kumar Goud, Palusa Sanath,Ramanathan, Vikram,Bose, Prosenjit,Rao,Gupta, Suman,Puri, Sunil K.,Launay, Delphine,Martin, Denis. "Design, synthesis and biological evaluation of 2-substituted quinolines as potential antileishmanial agents". supporting information. p. 527 - 536. Retrieved 2013/10/22.