6-methoxyquinolin-2(1H)-one

Base Information

• Chemical Name: 6-methoxyquinolin-2(1H)-one
• CAS No.: 13676-00-1
• Molecular Formula: C10-H9NO2
• Molecular Weight: 175.187
• Hs Code.: 2933790090
• European Community (EC) Number: 630-771-4
• NSC Number: 21035
• DSSTox Substance ID: DTXSID70281268
• Nikkaji Number: J713.774E
• Wikidata: Q72484960
• ChEMBL ID: CHEMBL293032
• Mol file: 13676-00-1.mol

Synonyms:6-methoxyquinolin-2(1H)-one;13676-00-1;2-Hydroxy-6-methoxyquinoline;6-Methoxy-1H-quinolin-2-one;6-methoxyquinolin-2-ol;6-methoxy-2-quinolone;NSC21035;6-Methoxy-2-quinolinone;6-methoxy-2(1H)-quinolone;SCHEMBL878695;6-Methoxy-2-hydroxy-quinoline;CHEMBL293032;DTXSID70281268;MLHXCMWXUMCLNK-UHFFFAOYSA-N;MFCD08688617;NSC-21035;STL268026;6-methoxy-1,2-dihydroquinolin-2-one;AKOS011054102;AKOS015904508;SB67518;AS-59877;AM20050799;CS-0216739;FT-0660805;EN300-56943;W10314;A807123

Chemical Property of 6-methoxyquinolin-2(1H)-one

Chemical Property:

• Vapor Pressure: 2.38E-06mmHg at 25°C
• Melting Point: 220-221 °C
• Refractive Index: 1.573
• Boiling Point: 391.9 °C at 760 mmHg
• PKA: 11.10±0.70(Predicted)
• Flash Point: 190.8 °C
• PSA: 42.09000
• Density: 1.199g/cm³
• LogP: 1.53670
• Storage Temp.: 2-8°C
• XLogP3: 1.2
• 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:

97% ^*data from raw suppliers

6-Methoxyquinolin-2(1H)-One ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)NC(=O)C=C2

Technology Process of 6-methoxyquinolin-2(1H)-one

There total 2 articles about 6-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: 39.5%

2-quinolone (59-31-4,70254-42-1,493-62-9) + p-toluenesulfonyl chloride (98-59-9) → 6-methoxy-2(1H)-quinolinone (13676-00-1) + quinolin-2-yl 4-methylbenzenesulfonate (74857-16-2) + N-(6-methoxy-2-quinolyl)-2-quinolone (74857-07-1) + 6-methoxy-2-quinolyl-2'-quinolyl ether (74857-06-0)

Guidance literature:

With 6-methoxyquinoline N-oxide; triethylamine; In chloroform; water; for 12h; Ambient temperature;

DOI:10.1248/cpb.28.493

Reference yield: 10.7%

6-methoxyquinoline N-oxide (6563-13-9) + 2-quinolone (59-31-4,70254-42-1,493-62-9) → 6-methoxy-2(1H)-quinolinone (13676-00-1) + quinolin-2-yl 4-methylbenzenesulfonate (74857-16-2) + N-(6-methoxy-2-quinolyl)-2-quinolone (74857-07-1) + 6-methoxy-2-quinolyl-2'-quinolyl ether (74857-06-0)

Guidance literature:

With triethylamine; p-toluenesulfonyl chloride; In chloroform; water; for 12h; Ambient temperature;

DOI:10.1248/cpb.28.493

Reference yield: 86.0%

6-methoxy-quinolin-2-ol (13676-00-1) → 2-chloro-6-methoxyquinoline (13676-02-3)

Guidance literature:

With trichlorophosphate; for 2h; Reflux;

upstream raw materials:

6-methoxyquinoline N-oxide

2-quinolone

p-toluenesulfonyl chloride

Downstream raw materials:

quinoline-2,6-diol

2-chloro-6-methoxyquinoline

6-hydroxy-2-chloroquinoline

methyl 4-(6-methoxyquinolin-2-yl)benzoate