1-(2-Methylquinolin-3-yl)ethanone

Base Information

• Chemical Name: 1-(2-Methylquinolin-3-yl)ethanone
• CAS No.: 14208-35-6
• Molecular Formula: C12H11NO
• Molecular Weight: 185.225
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID40406062
• Nikkaji Number: J81.730I
• Mol file: 14208-35-6.mol

Synonyms:1-(2-methylquinolin-3-yl)ethanone;14208-35-6;3-Acetyl-2-methylquinoline;1-(2-methylquinolin-3-yl)ethan-1-one;3-acetyl-2-methyl-quinoline;SCHEMBL7915323;DTXSID40406062;AKOS006326716;SB67636;BS-50716;CS-0152744

Chemical Property of 1-(2-Methylquinolin-3-yl)ethanone

Chemical Property:

• PSA: 29.96000
• LogP: 2.74580
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

1-(2-Methylquinolin-3-yl)ethanone 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NC2=CC=CC=C2C=C1C(=O)C

Technology Process of 1-(2-Methylquinolin-3-yl)ethanone

There total 28 articles about 1-(2-Methylquinolin-3-yl)ethanone 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: 98.0%

o-aminobenzaldehyde (529-23-7) + acetylacetone (123-54-6,81235-32-7) → 1-(2-methylquinolin-3-yl)ethanone (14208-35-6)

Guidance literature:

With 1,3-dimethylimidazolium sulfate monomethyl ester; L-proline; at 90 ℃; for 0.5h; Green chemistry;

DOI:10.1002/jhet.3754

Reference yield: 98.0%

4-Aminopent-3-en-2-one (1118-66-7) + diethyl <(2-bromophenyl)methylene>propanedioate (93098-67-0) → 1-(2-methylquinolin-3-yl)ethanone (14208-35-6)

Guidance literature:

With copper(l) iodide; potassium carbonate; rac-diaminocyclohexane; In acetonitrile; at 120 ℃; Sealed tube;

DOI:10.1039/c7ob01867c

Reference yield: 95.0%

ortho-bromobenzaldehyde (6630-33-7) + acetylacetone (123-54-6,81235-32-7) → 1-(2-methylquinolin-3-yl)ethanone (14208-35-6)

Guidance literature:

With D-glucose; copper(II) sulfate; L-proline; potassium hydroxide; In ethanol; water; at 90 ℃; for 3h; Reagent/catalyst;

DOI:10.1039/c4ra14138e

upstream raw materials:

piperidine

ethanol

o-aminobenzaldehyde

acetylacetone

Refernces

• 1、 Shen, Qiang,Wang, Limin,Yu, Jianjun,Liu, Mingtao,Qiu, Jun,Fang, Lei,Guo, Fenglou,Tang, Jun. "Synthesis of quinolines via friedlaender reaction in water and under catalyst-free conditions". . p. 389 - 392. Retrieved 2012.
• 2、 Chan, Chieh-Kai,Lai, Chien-Yu,Wang, Cheng-Chung. "Environmentally Friendly Nafion-Mediated Friedl?nder Quinoline Synthesis under Microwave Irradiation: Application to One-Pot Synthesis of Substituted Quinolinyl Chalcones". . p. 1779 - 1794. Retrieved 2020/06/08.