7-Methylquinolin-2(1H)-one

Base Information

• Chemical Name: 7-Methylquinolin-2(1H)-one
• CAS No.: 4053-35-4
• Molecular Formula: C10H9 N O
• Molecular Weight: 159.188
• Hs Code.: 2933790090
• European Community (EC) Number: 223-761-2
• DSSTox Substance ID: DTXSID00193562
• Nikkaji Number: J217.866D
• Wikidata: Q83066309
• Mol file: 4053-35-4.mol

Synonyms:7-METHYLQUINOLIN-2(1H)-ONE;4053-35-4;7-methyl-1H-quinolin-2-one;7-Methyl-2-quinolone;EINECS 223-761-2;7-Methyl-carbostyril;2-Hydroxy-7-methylquinoline;2-Hydroxy-7-methyl-chinolin;SCHEMBL436560;DTXSID00193562;AMY33228;7-methyl-1,2-dihydroquinolin-2-one;AKOS016001614;MB10586;CS-0140370;EN300-170273;Z3300711621

Chemical Property of 7-Methylquinolin-2(1H)-one

Chemical Property:

• Vapor Pressure: 5.58E-05mmHg at 25°C
• Boiling Point: 346.9°Cat760mmHg
• Flash Point: 202.4°C
• PSA: 33.12000
• Density: 1.15g/cm³
• LogP: 2.24880
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 159.068413911
• Heavy Atom Count: 12
• Complexity: 222

Purity/Quality:

99% ^*data from raw suppliers

7-Methyl-1H-quinolin-2-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)C=CC(=O)N2

Technology Process of 7-Methylquinolin-2(1H)-one

There total 11 articles about 7-Methylquinolin-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: 96.0%

1-amino-3-methylbenzene (108-44-1) + ethyl acrylate (140-88-5,9003-32-1) → 1,2-Dihydro-7-methylquinolin-2-one (4053-35-4)

Guidance literature:

1-amino-3-methylbenzene; With acetic anhydride; In toluene; at 20 ℃; for 0.0833333h; Schlenk technique; Inert atmosphere;

ethyl acrylate; With sodium persulfate; palladium diacetate; toluene-4-sulfonic acid; In toluene; at 100 ℃; for 36h; Schlenk technique; Inert atmosphere;

DOI:10.1021/ol503292p

Reference yield: 87.0%

7-methylquinoline N-oxide (4053-43-4) → 1,2-Dihydro-7-methylquinolin-2-one (4053-35-4)

Guidance literature:

With di-isopropyl azodicarboxylate; water; palladium dichloride; In acetonitrile; at 90 ℃; for 16h; Sealed tube;

DOI:10.1039/c8ob00199e

Reference yield: 63.0%

acrylic acid n-butyl ester (141-32-2,9003-49-0) + C9H15NO (1415586-02-5) → 1,2-Dihydro-7-methylquinolin-2-one (4053-35-4)

Guidance literature:

C₉H₁₅NO; With tert-Butyl peroxybenzoate; diisopropylsulfide; palladium diacetate; In 1,2-dimethoxyethane; at 100 ℃;

acrylic acid n-butyl ester; With toluene-4-sulfonic acid; In 1,2-dimethoxyethane; water; at 80 ℃; for 2h;

With hydrogenchloride; In 1,2-dimethoxyethane; water; at 80 ℃; for 16h;

DOI:10.1039/c4cc00027g

upstream raw materials:

7-methylquinoline N-oxide

3′-methylcinnamanilide

acrylic acid n-butyl ester

C₉H₁₅NO

Downstream raw materials:

3,4-dihydro-7-methyl-2(1H)-quinolinone

Refernces

• 1、 Peng, Jin-Bao,Chen, Bo,Qi, Xinxin,Ying, Jun,Wu, Xiao-Feng. "Palladium-catalyzed synthesis of quinolin-2(1: H)-ones: the unexpected reactivity of azodicarboxylate". supporting information. p. 1632 - 1635. Retrieved 2018/03/21.
• 2、 -. "2-AMINOQUINOLINE-BASED COMPOUNDS FOR POTENT AND SELECTIVE NEURONAL NITRIC OXIDE SYNTHASE INHIBITION". Paragraph 0068. . Retrieved 2015/08/04.