2,4-Diacetylquinoline

Base Information

• Chemical Name: 2,4-Diacetylquinoline
• CAS No.: 21718-94-5
• Molecular Formula: C13H11NO2
• DSSTox Substance ID: DTXSID20497150
• Wikidata: Q82346550
• Mol file: 21718-94-5.mol

Synonyms:2,4-diacetylquinoline;21718-94-5;1,1'-(Quinoline-2,4-diyl)diethanone;1-(2-acetylquinolin-4-yl)ethanone;SCHEMBL5912531;DTXSID20497150;1,1'-(Quinoline-2,4-diyl)di(ethan-1-one)

Chemical Property of 2,4-Diacetylquinoline

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 213.078978594
• Heavy Atom Count: 16
• Complexity: 300

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC(=NC2=CC=CC=C21)C(=O)C

Technology Process of 2,4-Diacetylquinoline

There total 5 articles about 2,4-Diacetylquinoline 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: 76.0%

quinoline (91-22-5) + -butyl vinyl ether (111-34-2,92680-80-3) → 1-quinolin-2-yl-ethanone (1011-47-8) + 1,1'-(quinoline-2,4-diyl)bis(ethan-1-one) (21718-94-5)

Guidance literature:

With sodium persulfate; trifluoroacetic acid; In dimethyl sulfoxide; at 60 ℃; for 24h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.1c01310

Reference yield: 44.0%

quinoline (91-22-5) + orthoformic acid triethyl ester (122-51-0) → 1-quinolin-2-yl-ethanone (1011-47-8) + 4-acetylquinoline (60814-30-4) + 1,1'-(quinoline-2,4-diyl)bis(ethan-1-one) (21718-94-5)

Guidance literature:

With tert.-butylhydroperoxide; iron(III) perchlorate hydrate; In water; at 100 ℃; for 12h;

DOI:10.1002/ejoc.201900033

Reference yield: 38.0%

quinoline (91-22-5) → 1-quinolin-2-yl-ethanone (1011-47-8) + 1,1'-(quinoline-2,4-diyl)bis(ethan-1-one) (21718-94-5)

Guidance literature:

With dipotassium peroxodisulfate; p-toluenesulfonic acid monohydrate; at 110 ℃; Sealed tube; Green chemistry;

DOI:10.1039/d0gc01183e

upstream raw materials:

quinoline

3-hydroxy-2-butanon

dimethylglyoxal

orthoformic acid triethyl ester