3-Chloro-7,8-dihydroquinolin-5(6H)-one

Base Information

• Chemical Name: 3-Chloro-7,8-dihydroquinolin-5(6H)-one
• CAS No.: 127724-75-8
• Molecular Formula: C9H8ClNO
• Molecular Weight: 181.61900
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID00451230
• Nikkaji Number: J471.620E
• Wikidata: Q82271150
• Mol file: 127724-75-8.mol

Synonyms:3-Chloro-7,8-dihydroquinolin-5(6H)-one;127724-75-8;3-chloro-7,8-dihydro-6H-quinolin-5-one;MFCD10696330;3-CHLORO-5,6,7,8-TETRAHYDROQUINOLIN-5-ONE;5(6H)-Quinolinone, 3-chloro-7,8-dihydro-;3-chloro-7,8-dihydro-5(6H)-quinolinone;SCHEMBL7916932;DTXSID00451230;RKZNIWFFGNBOLH-UHFFFAOYSA-N;AKOS005259177;AB57067;DS-11698;C72148;A889155;AU-004/43508144

Chemical Property of 3-Chloro-7,8-dihydroquinolin-5(6H)-one

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• PSA: 29.96000
• LogP: 2.25400
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• 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

3-Chloro-7,8-dihydroquinolin-5(6H)-one 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2=C(C=C(C=N2)Cl)C(=O)C1

Technology Process of 3-Chloro-7,8-dihydroquinolin-5(6H)-one

There total 11 articles about 3-Chloro-7,8-dihydroquinolin-5(6H)-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: 50.0%

3-bromo-5-chloro-2-<3-<(N,N-dimethylamino)carbonyl>propyl>pyridine (137628-23-0) → 3-chloro-7,8-dihydroquinolin-5(6H)-one (127724-75-8)

Guidance literature:

With tert.-butyl lithium; In di-isopropyl ether; at -70 ℃; for 0.75h;

DOI:10.1021/jo00028a070

Reference yield: 29.0%

1,3-cylohexanedione (504-02-9) + N-(2-chloro-3-(dimethylamino)allylidene)-N-methylmethanaminium hexafluorophosphate(V) → 3-chloro-7,8-dihydroquinolin-5(6H)-one (127724-75-8)

Guidance literature:

1,3-cylohexanedione; With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;

N-(2-chloro-3-(dimethylamino)allylidene)-N-methylmethanaminium hexafluorophosphate(V); In tetrahydrofuran; at 50 ℃; for 1h;

With ammonium acetate; In tetrahydrofuran; at 100 ℃; for 1.5h;

Reference yield:

2-bromo-3-chloroacrylaldehyde (1162663-26-4) + 3-amino-cyclohex-2-enone (5220-49-5) → 3-bromo-7,8-dihydroquinolin-5(6H)-one (944905-54-8) + 3-chloro-7,8-dihydroquinolin-5(6H)-one (127724-75-8)

Guidance literature:

3-amino-cyclohex-2-enone; With lithium chloride; In N,N-dimethyl-formamide; at 40 - 50 ℃;

2-bromo-3-chloroacrylaldehyde; In N,N-dimethyl-formamide; at 90 ℃; for 1.5h;

upstream raw materials:

3-bromo-5-chloro-2-<3-<(N,N-dimethylamino)carbonyl>propyl>pyridine

1,3-cylohexanedione

3-bromo-5-chloro-2-(4-hydroxybutyl)pyridine

3-bromo-5-chloro-2-(3-carboxypropyl)pyridine