6-Bromo-2-methylquinolin-4-ol

Base Information

• Chemical Name: 6-Bromo-2-methylquinolin-4-ol
• CAS No.: 103030-28-0
• Molecular Formula: C10H8BrNO
• Molecular Weight: 238.084
• Hs Code.: 2933499090
• European Community (EC) Number: 802-655-5
• DSSTox Substance ID: DTXSID10908169
• Nikkaji Number: J1.982.961H
• Wikidata: Q72448066
• ChEMBL ID: CHEMBL1566710
• Mol file: 103030-28-0.mol

Synonyms:6-bromo-2-methylquinolin-4-ol;103030-28-0;6-bromo-2-methyl-4-quinolinol;6-bromo-2-methyl-1H-quinolin-4-one;6-bromo-2-methylquinolin-4(1H)-one;6-Bromo-4-hydroxy-2-methylquinoline;112182-47-5;MFCD00484433;5797-35-3;6-bromo-2-methyl-1,4-dihydroquinolin-4-one;6-Bromo-2-methyl-quinolin-4-ol;4-Quinolinol, 6-bromo-2-methyl-;SMR000122960;CBMicro_006354;Cambridge id 5797353;6-bromo-4-hydroxyquinaldine;Oprea1_255541;Oprea1_626515;MLS000068554;6-bromo-2-methyl-4-quinolone;SCHEMBL4966064;CHEMBL1566710;SCHEMBL20605606;DTXSID10908169;WPSHYKVAGQUPJD-UHFFFAOYSA-N;HMS1672D22;HMS2384M10;SMSF0007874;6-Bromo-2-methyl-4(1H)-quinolone;MFCD04208633;STK048656;STL491682;6-bromo-2-methyl-4(1H)-quinolinone;AKOS000618449;AKOS009865452;AB06317;CB08944;SB71470;AS-59749;BIM-0006381.P001;BB 0221657;CS-0091225;FT-0764959;VU0509123-1;D75053;D83160;EN300-192538;6-Bromo-4-hydroxy-2-methylquinoline, AldrichCPR;AF-753/00295034;F3098-1139;Z3220164239

Chemical Property of 6-Bromo-2-methylquinolin-4-ol

Chemical Property:

• Vapor Pressure: 0.000192mmHg at 25°C
• Melting Point: 338 °C
• Refractive Index: 1.606
• Boiling Point: 368.8±37.0 °C at 760 mmHg
• PKA: 3.98±0.40(Predicted)
• Flash Point: 176.9±26.5 °C
• PSA: 33.12000
• Density: 1.6±0.1 g/cm³
• LogP: 3.01130
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

98%min ^*data from raw suppliers

6-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 6-Bromo-2-methylquinolin-4-ol

There total 7 articles about 6-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: 55.0%

acetoacetic acid methyl ester (105-45-3) + 4-bromo-aniline (106-40-1) → 6-bromo-4-hydroxy-2-methylquinoline (103030-28-0)

Guidance literature:

With polyphosphoric acid (PPA); at 170 ℃; for 12h; Inert atmosphere;

Reference yield: 30.0%

ethyl acetoacetate (141-97-9) + 4-bromo-aniline (106-40-1) → 6-bromo-4-hydroxy-2-methylquinoline (103030-28-0)

Guidance literature:

ethyl acetoacetate; 4-bromo-aniline; at 170 ℃; for 6h; Inert atmosphere;

With sodium hydroxide; In water; at 20 ℃; pH=7;

DOI:10.1016/j.ejmech.2010.01.024

Reference yield:

6-bromo-2-methylquinoline-4-carboxylic acid (37509-21-0) → 6-Bromo-2-methyl-quinoline (877-42-9) + 6-bromo-4-hydroxy-2-methylquinoline (103030-28-0)

Guidance literature:

6-bromo-2-methyl-1H-quinolin-4-ol of F 269 degree; beim Erhitzen unter vermindertem Druck;

DOI:10.1039/jr9480000106

upstream raw materials:

6-bromo-2-methylquinoline-4-carboxylic acid

3-(4-bromo-anilino)-crotonic acid ethyl ester

4-bromo-aniline

5-Bromo-1H-indole-2,3-dione

Downstream raw materials:

6-bromo-2-methyl-[4]quinolylamine

4,6-dibromo-2-methylquinoline

C₁₀H₁₀BrN₃

2-methyl-6-bromo-4-sulfanylquinoline

Refernces

• 1、 Giacobbo, Bruno Couto,Pissinate, Kenia,Rodrigues-Junior, Valnês,Villela, Anne Drumond,Grams, Estêv?o Silveira,Abbadi, Bruno Lopes,Subtil, Fernanda Teixeira,Sperotto, Nathalia,Trindade, Rogério Valim,Back, Davi Fernando,Campos, Maria Martha,Basso, Luiz Augusto,Machado, Pablo,Santos, Diógenes Santiago. "New insights into the SAR and drug combination synergy of 2-(quinolin-4-yloxy)acetamides against Mycobacterium tuberculosis". . p. 491 - 501. Retrieved 2016/12/09.
• 2、 -. "QUINOLINE-BASED KINASE INHIBITORS". Page/Page column 97. . Retrieved 2015/11/02.