8-Bromo-2-methylquinolin-4-ol

Base Information

• Chemical Name: 8-Bromo-2-methylquinolin-4-ol
• CAS No.: 1201-08-7
• Molecular Formula: C₁₀H₈BrNO
• Molecular Weight: 238.084
• Hs Code.: 2933499090
• European Community (EC) Number: 802-660-2
• DSSTox Substance ID: DTXSID60357108
• Wikidata: Q82136851
• ChEMBL ID: CHEMBL1877453
• Mol file: 1201-08-7.mol

Synonyms:8-Bromo-2-methylquinolin-4-ol;1201-08-7;8-Bromo-4-hydroxy-2-methylquinoline;8-bromo-2-methyl-1H-quinolin-4-one;8-bromo-2-methyl-4-quinolinol;4-Quinolinol, 8-bromo-2-methyl-;8-Bromo-2-methylquinolin-4(1H)-one;MLS000067489;8-Bromo-2-methyl-quinolin-4-ol;949507-56-6;Oprea1_489700;Oprea1_852975;SCHEMBL5249809;CHEMBL1877453;SCHEMBL15366703;DTXSID60357108;HMS2167A10;HMS3317B19;BAA20108;MFCD00484434;STK018133;2-methyl-4-hydroxy-8-bromo-quinoline;AKOS000506428;AB06321;BS-20058;SMR000125013;CS-0187278;FT-0711029;D97295;8-Bromo-4-hydroxy-2-methylquinoline, AldrichCPR;AG-690/40096499

Chemical Property of 8-Bromo-2-methylquinolin-4-ol

Chemical Property:

• Vapor Pressure: 0.00023mmHg at 25°C
• Refractive Index: 1.606
• Boiling Point: 325.4 °C at 760 mmHg
• Flash Point: 150.6 °C
• PSA: 33.12000
• Density: 1.523 g/cm³
• LogP: 3.01130
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 236.97893
• Heavy Atom Count: 13
• Complexity: 262

Purity/Quality:

97% ^*data from raw suppliers

8-bromo-2-methylquinolin-4-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=O)C2=C(N1)C(=CC=C2)Br

Technology Process of 8-Bromo-2-methylquinolin-4-ol

There total 4 articles about 8-Bromo-2-methylquinolin-4-ol 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: 15.0%

ethyl acetoacetate (141-97-9) + 2-bromoaniline (615-36-1) → 2-methyl-4-hydroxy-8-bromo-quinoline (1201-08-7)

Guidance literature:

With polyphosphoric acid; at 100 - 150 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.201603410

Reference yield:

C12H14BrNO2 (128942-73-4) → 2-methyl-4-hydroxy-8-bromo-quinoline (1201-08-7)

Guidance literature:

In diphenylether; for 0.5h; Reflux;

DOI:10.1007/s00044-011-9854-3

Reference yield:

2-bromoaniline (615-36-1) → 2-methyl-4-hydroxy-8-bromo-quinoline (1201-08-7)

Guidance literature:

Multi-step reaction with 2 steps

1: methanol / 7 h / 40 °C

2: diphenylether / 0.5 h / Reflux

In methanol; diphenylether;

DOI:10.1007/s00044-011-9854-3

upstream raw materials:

ethyl acetoacetate

2-bromoaniline

C₁₂H₁₄BrNO₂

Downstream raw materials:

2-methyl-4-chloro-8-bromo-quinoline