2-hydroxy-6-methyl-1H-quinolin-4-one

Base Information

• Chemical Name: 2-hydroxy-6-methyl-1H-quinolin-4-one
• CAS No.: 1677-44-7
• Molecular Formula: C10H9 N O2
• Molecular Weight: 175.187
• Mol file: 1677-44-7.mol

Synonyms:Carbostyril,4-hydroxy-6-methyl- (6CI,7CI); 2,4-Dihydroxy-6-methylquinoline;4-Hydroxy-6-methyl-2-quinolone; 4-Hydroxy-6-methylcarbostyril;4-Hydroxy-6-methylquinolin-2(1H)-one; 6-Methyl-2,4-dihydroxyquinoline;6-Methyl-2,4-quinolinediol

Chemical Property of 2-hydroxy-6-methyl-1H-quinolin-4-one

Chemical Property:

• Vapor Pressure: 6.91E-05mmHg at 25°C
• Melting Point: 342 ºC
• Boiling Point: 329.9°Cat760mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 153.3°C
• PSA: 53.35000
• Density: 1.313
• LogP: 1.95440
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

6-Methylquinoline-2,4-diol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-hydroxy-6-methyl-1H-quinolin-4-one

There total 16 articles about 2-hydroxy-6-methyl-1H-quinolin-4-one 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: 94.0%

7-Methyl-oxazolo[3,2-a]quinoline-1,2,5-trione (189274-63-3) → 4-hydroxy-6-methylquinolin-2(1H)-one (1677-44-7)

Guidance literature:

With water; In acetone; at 20 ℃; for 24h;

DOI:10.1080/00304949709355186

Reference yield: 92.0%

p-toluidine (106-49-0,12221-03-3) + diethyl malonate (105-53-3) → 4-hydroxy-6-methylquinolin-2(1H)-one (1677-44-7)

Guidance literature:

With polyphosphoric acid; at 150 ℃; for 3h; Temperature;

Reference yield: 91.0%

carbon dioxide (124-38-9,18923-20-1) + 2-ethynyl-4-methylaniline (215589-37-0) → 4-hydroxy-6-methylquinolin-2(1H)-one (1677-44-7)

Guidance literature:

With 1,1,3,3-tetramethylguanidinium imidazolide; silver nitrate; at 60 ℃; for 2h; under 750.075 Torr;

upstream raw materials:

malonic acid

p-toluidine

2-acetamido-5-methylbenzoic acid

N,N'-diphenylmalonamide

Downstream raw materials:

ethyl 2-amino-4-(2-chlorophenyl)-5,6-dihydro-9-methyl-5-oxo-4H-pyrano[3,2-c]quinoline-3-carboxylate

ethyl 2-amino-4-(3-chlorophenyl)-5,6-dihydro-9-methyl-5-oxo-4H-pyrano[3,2-c]quinoline-3-carboxylate

ethyl 2-amino-4-(4-chlorophenyl)-5,6-dihydro-9-methyl-5-oxo-4H-pyrano[3,2-c]quinoline-3-carboxylate

ethyl 2-amino-5,6-dihydro-4-(4-hydroxyphenyl)-9-methyl-5-oxo-4H-pyrano[3,2-c]quinoline-3-carboxylate

Refernces

• 1、 Abd El-Nabi, Hisham A.. "A convenient synthesis of oxazolo[3,2-a]quinolones". . p. 211 - 214. Retrieved 1997.
• 2、 Elbastawesy, Mohammed A. I.,El-Shaier, Yaseen A. M. M.,Ramadan, Mohamed,Brown, Alan B.,Aly, Ashraf A.,Abuo-Rahma, Gamal El-Din A.. "Identification and molecular modeling of new quinolin-2-one thiosemicarbazide scaffold with antimicrobial urease inhibitory activity". . p. 13 - 27. Retrieved 2020/01/22.
• 3、 -. "Method for preparing 4-hydroxyquinolin-2(1H)-one compound". Paragraph 0067-0069. . Retrieved 2021/09/22.