8-Methoxyquinolin-2(1H)-one

Base Information

• Chemical Name: 8-Methoxyquinolin-2(1H)-one
• CAS No.: 22614-69-3
• Molecular Formula: C10H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2933790090
• DSSTox Substance ID: DTXSID50393893
• Nikkaji Number: J814.609H
• Wikidata: Q82192927
• Mol file: 22614-69-3.mol

Synonyms:8-Methoxyquinolin-2(1H)-one;22614-69-3;8-methoxy-1H-quinolin-2-one;8-METHOXYQUINOLIN-2-OL;ChemDiv2_000083;2-Hydroxy-8-methoxyquinoline;8-methoxyquinolone;Oprea1_469662;SCHEMBL1114643;SCHEMBL16106785;DTXSID50393893;CRFVOPJWKSACNO-UHFFFAOYSA-N;HMS1369D17;AKOS013491115;SB67742;EU-0068442;FT-0742910;EN300-117086

Chemical Property of 8-Methoxyquinolin-2(1H)-one

Chemical Property:

• Vapor Pressure: 3.31E-06mmHg at 25°C
• Melting Point: 105 °C
• Refractive Index: 1.573
• Boiling Point: 387.4 °C at 760 mmHg
• PKA: 11.06±0.70(Predicted)
• Flash Point: 188.1 °C
• PSA: 42.09000
• Density: 1.199 g/cm³
• LogP: 1.53670
• Solubility.: Chloroform, DCM, Ethyl Acetate
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 175.063328530
• Heavy Atom Count: 13
• Complexity: 237

Purity/Quality:

99% ^*data from raw suppliers

8-Methoxycarbostyril ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1NC(=O)C=C2
• Uses: 8-Methoxycarbostyril is an intermediate in the synthesis of metabolites of procaterol hydrochloride (Meptin) (P155490), a β2-adrenergic agonist used in the treatment of asthma.

Technology Process of 8-Methoxyquinolin-2(1H)-one

There total 17 articles about 8-Methoxyquinolin-2(1H)-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: 100.0%

2-chloro-8-methoxy-quinoline (74668-74-9) → 8-methoxy-1H-quinolin-2-one (22614-69-3)

Guidance literature:

With water; acetic acid; at 100 ℃; for 18h;

Reference yield: 95.0%

8-Hydroxy-1H-quinolin-2-one (15450-76-7) + dimethyl sulfate (77-78-1) → 8-methoxy-1H-quinolin-2-one (22614-69-3)

Guidance literature:

With potassium carbonate; In acetone; for 2h; Heating;

DOI:10.3987/com-98-8326

Reference yield: 94.0%

8--methoxyquinoline N--oxide (22614-90-0) → 8-methoxy-1H-quinolin-2-one (22614-69-3)

Guidance literature:

With 1,8-dimethoxy-10-phenyl-9-(o-tolyl)acridin-10-ium chloride; In dimethyl sulfoxide; at 20 ℃; for 8h; Irradiation; Green chemistry;

DOI:10.1039/d1gc01460a

upstream raw materials:

2-acetylamino-3-methoxy-trans-cinnamic acid

2-amino-3-methoxy-trans-cinnamic acid methyl ester

2-amino-3-methoxy-trans-cinnamic acid

8-Hydroxy-1H-quinolin-2-one

Downstream raw materials:

2-chloro-8-methoxy-quinoline

3,4-dihydro-8-methoxy-2(1H)-quinolinone

8-Hydroxy-1H-quinolin-2-one

3,8-dihydroxyquinoline

Refernces

• 1、 -. "Selenophenol quinoline derivative as well as preparation method and application thereof". Paragraph 0061; 0064-0067. . Retrieved 2020/12/30.
• 2、 Tagawa, Yoshinobu,Yamashita, Hiroyuki,Nomura, Manami,Goto, Yoshinobu. "Preparation of new 3-hydroxyquinoline alkaloid, jineol and its ether derivatives using directed ortho-lithiation of chloroquinoline as the key step". . p. 2379 - 2387. Retrieved 2007/10/03.