8-methoxy-3,4-dihydroquinolin-2(1H)-one

Base Information

• Chemical Name: 8-methoxy-3,4-dihydroquinolin-2(1H)-one
• CAS No.: 53899-19-7
• Molecular Formula: C₁₀H₁₁NO₂
• Molecular Weight: 177.203
• DSSTox Substance ID: DTXSID301279910
• Mol file: 53899-19-7.mol

Synonyms:53899-19-7;8-methoxy-3,4-dihydroquinolin-2(1H)-one;8-Methoxy-3,4-dihydro-1H-quinolin-2-one;2(1H)-Quinolinone, 3,4-dihydro-8-methoxy-;SCHEMBL98343;8-methoxydihydroquinolin-2-one;8-methoxy-3,4-dihydrocarbostyril;ILTWLOPILDYCKW-UHFFFAOYSA-N;DTXSID301279910;3,4-Dihydro-8-methoxy-2(1H)-quinolinone;8-methoxy-1,2,3,4-tetrahydroquinolin-2-one;EN300-8118639

Chemical Property of 8-methoxy-3,4-dihydroquinolin-2(1H)-one

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 177.078978594
• Heavy Atom Count: 13
• Complexity: 205

Purity/Quality:

99% ^*data from raw suppliers

3,4-dihydro-8-methoxy-2(1H)-Quinolinone 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1NC(=O)CC2

Technology Process of 8-methoxy-3,4-dihydroquinolin-2(1H)-one

There total 15 articles about 8-methoxy-3,4-dihydroquinolin-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: 79.0%

8-methoxy-1H-quinolin-2-one (22614-69-3) → 3,4-dihydro-8-methoxy-2(1H)-quinolinone (53899-19-7)

Guidance literature:

With perchloric acid; hydrogen; Rh/Al₂O₃; In ethanol; at 50 ℃; for 6h;

DOI:10.1021/jm00162a002

Reference yield: 66.0%

3-(3-methoxyphenethyl)-1,4,2-dioxazol-5-one → 6-methoxy-2-oxo-1,2,3,4-tetrahydroquinoline (54197-64-7) + 3,4-dihydro-8-methoxy-2(1H)-quinolinone (53899-19-7)

Guidance literature:

With 8-quinolinol; sodium tetrafluoroborate; carbonyl(pentamethylcyclopentadienyl)cobalt diiodide; silver carbonate; at 20 ℃; for 3h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/adsc.202001254

Reference yield: 51.0%

3-(2-methoxyphenethyl)-1,4,2-dioxazol-5-one → 3,4-dihydro-8-methoxy-2(1H)-quinolinone (53899-19-7)

Guidance literature:

With C₁₈H₂₄ClIrN₃⁽¹⁺⁾*Cl^(1-); sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; In dichloromethane; at 40 ℃; for 12h;

DOI:10.1021/acs.joc.0c00157

upstream raw materials:

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

methyl iodide

ethyl 3-methoxy-2-nitrocinnamate

8-methoxy-1H-quinolin-2-one

Downstream raw materials:

5-Acetyl-8-benzyloxy-3,4-dihydro-1H-quinolin-2-one

8-Benzyloxy-5-{1-[(E)-hydroxyimino]-ethyl}-3,4-dihydro-1H-quinolin-2-one

8-Benzyloxy-5-{1-[(Z)-oxiranylmethoxyimino]-ethyl}-3,4-dihydro-1H-quinolin-2-one

8-Hydroxy-5-{1-[(Z)-2-hydroxy-3-(1-methyl-2-phenyl-ethylamino)-propoxyimino]-ethyl}-3,4-dihydro-1H-quinolin-2-one