4,8-DIMETHYL-2-QUINOLINOL

Base Information

• Chemical Name: 4,8-DIMETHYL-2-QUINOLINOL
• CAS No.: 5349-78-0
• Molecular Formula: C₁₁H₁₁NO
• Molecular Weight: 173.214
• Hs Code.: 2933499090
• Mol file: 5349-78-0.mol

Synonyms:Carbostyril,4,8-dimethyl- (6CI,8CI); 4,8-Dimethyl-2-hydroxyquinoline;4,8-Dimethyl-2-quinolone; 4,8-Dimethylcarbostyril; NSC 108461; NSC 3835

Chemical Property of 4,8-DIMETHYL-2-QUINOLINOL

Chemical Property:

• Vapor Pressure: 7.11E-05mmHg at 25°C
• Melting Point: 219-221oC
• Boiling Point: 343.3°C at 760 mmHg
• Flash Point: 201.7°C
• PSA: 33.12000
• Density: 1.107g/cm³
• LogP: 2.55720

Purity/Quality:

98%min ^*data from raw suppliers

4,8-dimethylquinolin-2(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4,8-DIMETHYL-2-QUINOLINOL

There total 12 articles about 4,8-DIMETHYL-2-QUINOLINOL 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: 99.0%

ethyl acetoacetate (141-97-9) + o-toluidine (95-53-4) → 4,8-dimethyl-1H-quinolin-2-one (5349-78-0)

Guidance literature:

With toluene-4-sulfonic acid; for 0.0391667h; microwave irradiation;

Reference yield: 97.0%

3-oxo-N-o-tolylbutanamide (93-68-5) → 4,8-dimethyl-1H-quinolin-2-one (5349-78-0)

Guidance literature:

With sulfuric acid; at 100 ℃; for 0.333333h;

DOI:10.1002/adsc.200900763

Reference yield: 96.0%

2-((2-methyl-6-(prop-1-en-2-yl)phenyl)amino)-2-oxoacetic acid → 4,8-dimethyl-1H-quinolin-2-one (5349-78-0)

Guidance literature:

With (4-fluorophenyl)-λ³-iodanediyl diacetate; In chloroform; at 25 ℃; for 24h; Sealed tube;

DOI:10.1021/acs.orglett.8b03503

upstream raw materials:

3-oxo-N-o-tolylbutanamide

o-toluidine

ethyl acetoacetate

carbon dioxide

Downstream raw materials:

4,8-dimethylquinoline

2-chloro-4,8-dimethyl-quinoline

(4,8-dimethyl-[2]quinolylmercapto)-acetic acid

4,8-dimethyl-2-mercaptoquinoline

Refernces

• 1、 Azad, Rajaram,Karnik, Kshipra S.,Sarkate, Aniket P.,Tiwari, Shailee V.,Wakte, Pravin S.. "Free energy perturbation guided Synthesis with Biological Evaluation of Substituted Quinoline derivatives as small molecule L858R/T790M/C797S mutant EGFR inhibitors targeting resistance in Non-Small Cell Lung Cancer (NSCLC)". . . Retrieved 2021/08/09.
• 2、 Du, Guizhi,Wang, Zixiao,Zhang, Zhen. "Lactamization of alkenyl C-H bonds to generate 2-quinolinones with triphosgene". . p. 600 - 608. Retrieved 2020/06/03.