6-methoxy-3,4-dihydro-1H-quinolin-2-one

Base Information

• Chemical Name: 6-methoxy-3,4-dihydro-1H-quinolin-2-one
• CAS No.: 54197-64-7
• Molecular Formula: C10H11 N O2
• Molecular Weight: 177.203
• Hs Code.: 2933790090
• European Community (EC) Number: 676-112-4
• DSSTox Substance ID: DTXSID90447187
• Nikkaji Number: J1.954.649G
• Wikidata: Q72489710
• ChEMBL ID: CHEMBL102738
• Mol file: 54197-64-7.mol

Synonyms:54197-64-7;6-methoxy-3,4-dihydro-1H-quinolin-2-one;6-methoxy-3,4-dihydroquinolin-2(1H)-one;6-Methoxy-3,4-dihydro-2(1H)-quinolinone;6-Methoxy-2-oxo-1,2,3,4-tetrahydroquiniline;6-METHOXY-1,2,3,4-TETRAHYDROQUINOLIN-2-ONE;2(1H)-QUINOLINONE, 3,4-DIHYDRO-6-METHOXY-;CHEMBL102738;SCHEMBL1764375;SCHEMBL12015232;DTXSID90447187;6-methoxy-3,4-dihydrocarbostyril;XHKXYVRULOMTOW-UHFFFAOYSA-N;MFCD02179395;AKOS006344957;AC-6189;FS-2256;MB02321;AM807256;6-Methoxy-3,4-dihydroquinoline-2(1H)-one;A7879;CS-0059162;FT-0694790;EN300-77412;6-(methyloxy)-3,4-dihydro-2(1H)-quinolinone;6-Methoxy-2-oxo-1,2,3,4-tetrahydro-quinoline;6-METHOXY-2-OXO-1,2,3,4-TETRAHYDROQUINOLINE;Z1197664819

Chemical Property of 6-methoxy-3,4-dihydro-1H-quinolin-2-one

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 160-161 °C(Solv: water (7732-18-5); methanol (67-56-1))
• Boiling Point: 375.078ºC at 760 mmHg
• PKA: 14.24±0.20(Predicted)
• Flash Point: 180.641ºC
• PSA: 38.33000
• Density: 1.16g/cm3
• LogP: 1.71790
• Storage Temp.: Sealed in dry,Room Temperature
• 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:

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

6-Methoxy-3,4-dihydro-1H-quinolin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-methoxy-3,4-dihydro-1H-quinolin-2-one

There total 33 articles about 6-methoxy-3,4-dihydro-1H-quinolin-2-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: 99.0%

3-(3-methoxyphenethyl)-1,4,2-dioxazol-5-one → 6-methoxy-2-oxo-1,2,3,4-tetrahydroquinoline (54197-64-7)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; C₁₉H₁₉Cl₃IrNO; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; at 60 ℃; for 12h; Inert atmosphere;

Reference yield: 99.0%

3-(4-methoxyphenethyl)-1,4,2-dioxazol-5-one → 6-methoxy-2-oxo-1,2,3,4-tetrahydroquinoline (54197-64-7)

Guidance literature:

With C₁₉H₁₉Cl₃IrNO; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; at 60 ℃; for 12h; Reagent/catalyst; regioselective reaction; Sealed tube;

DOI:10.1002/anie.201808892

Reference yield: 93.0%

1-Hydroxy-6-methoxy-3,4-dihydroquinolin-2(1H)-one (113961-91-4) → 6-methoxy-2-oxo-1,2,3,4-tetrahydroquinoline (54197-64-7)

Guidance literature:

With titanium(III) chloride; In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1246/bcsj.67.2542

upstream raw materials:

3,4-dihydro-6-hydroxy-2(1H)-quinolinone

methyl iodide

5-methoxy-2-nitrocinnamic acid

N-methoxy-3,4-dihydro-1H-quinolin-2-one

Downstream raw materials:

6-methoxy-1-(3-phenylprop-2-ynyl)-3,4-dihydroquinolin-2-(1H)-one

6-methoxy-1,2,3,4-tetrahydroquinoline

1-(6-methoxy-3,4-dihydroquinolin-1(2H)-yl)prop-2-en-1-one

1-(4-methoxybenzyl)-3,4-dihydro-6-methoxyquinolin-2(1H)-one

Refernces

• 1、 Tian, Xun,Li, Xin,Duan, Shengzu,Du, Ya,Liu, Tongqi,Fang, Yongsheng,Chen, Wen,Zhang, Hongbin,Li, Minyan,Yang, Xiaodong. "Room Temperature Benzofused Lactam Synthesis Enabled by Cobalt(III)-Catalyzed C(sp2)?H Amidation". supporting information. p. 1050 - 1058. Retrieved 2020/12/18.
• 2、 -. "METHOD FOR PRODUCING LACTAM COMPOUND, AND LACTAM COMPOUND PRODUCED THEREBY". Paragraph 0174-0175. . Retrieved 2020/11/30.