4-HYDROXY-1-METHYL-2-QUINOLONE

Base Information

• Chemical Name: 4-HYDROXY-1-METHYL-2-QUINOLONE
• CAS No.: 1677-46-9
• Molecular Formula: C10H9 N O2
• Molecular Weight: 175.187
• Hs Code.: 2933790090
• Mol file: 1677-46-9.mol

Synonyms:Carbostyril,4-hydroxy-1-methyl- (6CI,7CI,8CI);1-Methyl-2-oxo-1,2-dihydro-4-hydroxyquinoline; 1-Methyl-4-hydroxy-2(1H)-quinolinone;1-Methyl-4-hydroxy-2-quinolone; 1-Methyl-4-hydroxycarbostyril;4-Hydroxy-1-methyl-2(1H)-quinolone; 4-Hydroxy-1-methyl-2-quinolinone;4-Hydroxy-1-methyl-2-quinolone; 4-Hydroxy-1-methylcarbostyril;4-Hydroxy-1-methylquinolin-2(1H)-one; 4-Hydroxy-1-methylquinoline-2(1H)-one;4-Hydroxy-N-methyl-2-quinolinone; 4-Hydroxy-N-methyl-2-quinolone;4-Hydroxy-N-methylcarbostyril; N-Methyl-4-hydroxyquinol-2-one; NSC 39973

Chemical Property of 4-HYDROXY-1-METHYL-2-QUINOLONE

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 269-271 °C(lit.)
• Refractive Index: 1.5060 (estimate)
• Boiling Point: 293.4°Cat760mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 131.2°C
• PSA: 42.23000
• Density: 1.326g/cm³
• LogP: 1.24410

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Hydroxy-1-methyl-2-quinolone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Hydroxy-1-methyl-2(1H)-quinolone was used as nucleophile in electrochemical oxidation of catechols and the reaction was studied by cyclic voltammetry and controlled-potential coulometry. It was used in ceric ammonium nitrate-mediated oxidative cycloaddition of 1,3-dicarbonyls to conjugated compounds to yield substituted dihydrofurans, dihydrofurocoumarins, dihydrofuroquinolinones and dihydrofurophenalenones. It was used in the synthesis of :3-(4-methoxybenzyl)-4-hydroxy-1-methylquinolinone3-(benzo[d][1,3]dioxol-5-ylmethyl)-4-hydroxy-1-methylquinolin-2(1H)-one3-(4-chlorobenzyl)-4-hydroxy-1-methylquinolin-2(1H)-one3,3′-bis(4-chlorobenzylidene)-1,10-methylquinolin-2,20-(1H)-one

Technology Process of 4-HYDROXY-1-METHYL-2-QUINOLONE

There total 48 articles about 4-HYDROXY-1-METHYL-2-QUINOLONE 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: 100.0%

4-acetyloxy-1-methyl-1H-quinoline-2-chromone (54350-10-6) → 4-hydroxy-1-methyl-2(1H)-quinolone (1677-46-9)

Guidance literature:

With sodium hydroxide; In ethanol;

Reference yield: 96.0%

3-Brom-4-hydroxy-1-methyl-1,2-dihydrochinolin-2-on (90061-40-8) → 4-hydroxy-1-methyl-2(1H)-quinolone (1677-46-9)

Guidance literature:

With pyridine; for 0.75h; Heating;

DOI:10.1007/BF01176974

Reference yield: 95.0%

3-acetyl-4-hydroxy-1-methyl-2(1H)-quinolone (54289-76-8) → 4-hydroxy-1-methyl-2(1H)-quinolone (1677-46-9)

Guidance literature:

With sulfuric acid; at 140 ℃; for 0.25h;

upstream raw materials:

ethanol

sodium ethanolate

3-acetyl-4-hydroxy-1-methyl-2(1H)-quinolone

2-methyl-3-buten-2-ol

Downstream raw materials:

3,3-Bis-(2-chloro-allyl)-1-methyl-1H-quinoline-2,4-dione

3-(4-Bromo-phenoxymethyl)-2,5-dimethyl-5H-furo[3,2-c]quinolin-4-one

3-<(2,6-dimethylphenyl)aminomethylene>-1-methyl-2,4(1H,3H)-quinolinedione

1-methyl-4-(2-oxo-2-phenylethoxy)quinolin-2(1H)-one

Refernces

• 1、 Abe, Ikuro,Abe, Tsuyoshi,Wanibuchi, Kiyofumi,Noguchi, Hiroshi. "Enzymatic formation of quinolone alkaloids by a plant type III polyketide synthase". . p. 6063 - 6065. Retrieved 2006.
• 2、 Reisch, Johannes,Mester, Iuliu. "Methylation of 4-Hydroxy-2-quinolone". . p. 751 - 755. Retrieved 1980.
• 3、 Manandhar, Mangala D.,Hussaini, Falak A.,Kapil, Randhir S.,Shoeb, Aboo. "BACTERIOSTATIC HETEROCYCLES FROM EUODIA LUNU-ANKENDA". . p. 199 - 200. Retrieved 1985.
• 4、 Menglin, Ma,Qingrong, Sun,Weiqing, Yang,Xingyi, Wang,Yinan, Xu. "One-step Synthesis of 3-Unsubstituted 4-Hydroxy-2(1H)-Quinoline". . p. 435 - 441. Retrieved 2021/11/22.
• 5、 Liu, Mengting,Ohashi, Masao,Tang, Yi. "Engineered Biosynthesis of Fungal 4-Quinolone Natural Products". supporting information. p. 6637 - 6641. Retrieved 2020/09/02.