6-chloro-2,3-dihydroquinolin-4(1H)-one

Base Information

• Chemical Name: 6-chloro-2,3-dihydroquinolin-4(1H)-one
• CAS No.: 21617-20-9
• Molecular Formula: C9H8ClNO
• Molecular Weight: 181.61892
• Hs Code.: 2933499090
• European Community (EC) Number: 860-651-9
• DSSTox Substance ID: DTXSID90499808
• Nikkaji Number: J1.737.093F
• Wikidata: Q82350918
• Mol file: 21617-20-9.mol

Synonyms:6-chloro-2,3-dihydroquinolin-4(1H)-one;21617-20-9;6-Chloro-2,3-dihydro-1H-quinolin-4-one;6-chloro-1,2,3,4-tetrahydroquinolin-4-one;MFCD09834922;SCHEMBL6977492;DTXSID90499808;WOYMBVUWQFWVSA-UHFFFAOYSA-N;WAA61720;AKOS006327501;AB52856;SY278624;TS-02535;6-chloro-2,3-dihydro-4(1H)-quinolinone;6-chloro-2, 3-dihydro-1H-quinolin-4-one;CS-0043049;6-chloro-4-oxo-1,2,3,4-tetrahydroquinoline;EN300-80438;Y10176;A847099;J-014182

Chemical Property of 6-chloro-2,3-dihydroquinolin-4(1H)-one

Chemical Property:

• Melting Point: 112 °C
• Boiling Point: 345.028 °C at 760 mmHg
• PKA: 1.90±0.20(Predicted)
• Flash Point: 162.467 °C
• PSA: 29.10000
• Density: 1.29 g/cm³
• LogP: 2.47630
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 181.0294416
• Heavy Atom Count: 12
• Complexity: 195

Purity/Quality:

97% ^*data from raw suppliers

6-Chloro-2,3-dihydroquinolin-4(1H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNC2=C(C1=O)C=C(C=C2)Cl

Technology Process of 6-chloro-2,3-dihydroquinolin-4(1H)-one

There total 1 articles about 6-chloro-2,3-dihydroquinolin-4(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: 87.0%

N-(4'-chlorophenyl)-2-azetidinone (7661-27-0) + benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → 6-chloro-2,3-dihydro-4(1H)-quinolone (21617-20-9) + 3-((4-chlorophenyl)amino)-1-phenylpropan-1-one (58153-99-4)

Guidance literature:

With trifluorormethanesulfonic acid; at 0 - 20 ℃; for 0.25h;

DOI:10.1016/S0040-4020(02)01026-8

Reference yield: 88.0%

6-chloro-2,3-dihydro-4(1H)-quinolone (21617-20-9) → 6-chloro-4-hydroxyquinoline (23432-43-1)

Guidance literature:

6-chloro-2,3-dihydro-4(1H)-quinolone; With acetic acid; In acetonitrile; for 0.333333h;

With dihydrogen peroxide; In acetonitrile; at 65 ℃; for 7h;

Reference yield: 80.0%

6-chloro-2,3-dihydro-4(1H)-quinolone (21617-20-9) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → 2-chloro-10-phenylacridin-9(10H)-one (6321-64-8)

Guidance literature:

With cesium fluoride; In acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/jo3011073

upstream raw materials:

N-(4'-chlorophenyl)-2-azetidinone

benzene

Downstream raw materials:

6-chloro-4-hydroxyquinoline

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