2-Chloro-8-methoxyquinoline

Base Information

• Chemical Name: 2-Chloro-8-methoxyquinoline
• CAS No.: 74668-74-9
• Molecular Formula: C10H8ClNO
• Molecular Weight: 193.633
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10393894
• Nikkaji Number: J1.003.488D
• Wikidata: Q82192929
• ChEMBL ID: CHEMBL3634138
• Mol file: 74668-74-9.mol

Synonyms:2-chloro-8-methoxyquinoline;74668-74-9;Quinoline,2-chloro-8-methoxy-;ChemDiv3_000614;2-Chloro-8-methoxy-quinoline;SCHEMBL873240;8-methoxy-2-(chloro)quinoline;CHEMBL3634138;DTXSID10393894;IYADVMNJDHMUBV-UHFFFAOYSA-N;HMS1474L20;MFCD02684171;AKOS012298533;AT15624;SB68190;2-chloro-8-methoxyquinoline, AldrichCPR;NCGC00172689-01;AS-59895;CS-0243940;EU-0068452;FT-0611895;EN300-269899;BRD-K28207830-001-01-8

Chemical Property of 2-Chloro-8-methoxyquinoline

Chemical Property:

• Vapor Pressure: 0.0011mmHg at 25°C
• Melting Point: 77-78 °C
• Refractive Index: 1.621
• Boiling Point: 310.5 °C at 760 mmHg
• PKA: -1.38±0.50(Predicted)
• Flash Point: 141.6 °C
• PSA: 22.12000
• Density: 1.267 g/cm³
• LogP: 2.89680
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 193.0294416
• Heavy Atom Count: 13
• Complexity: 176

Purity/Quality:

97% ^*data from raw suppliers

2-Chloro-8-methoxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1N=C(C=C2)Cl

Technology Process of 2-Chloro-8-methoxyquinoline

There total 8 articles about 2-Chloro-8-methoxyquinoline 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: 99.0%

8-methoxy-1H-quinolin-2-one (22614-69-3) → 2-chloro-8-methoxy-quinoline (74668-74-9)

Guidance literature:

With pyridine; trichlorophosphate; In chlorobenzene; for 2h; Heating;

DOI:10.3987/com-98-8326

Reference yield: 97.0%

2-chloroquinolin-8-ol (31568-91-9) + methyl iodide (74-88-4) → 2-chloro-8-methoxy-quinoline (74668-74-9)

Guidance literature:

2-chloroquinolin-8-ol; With potassium carbonate; In acetone; at 20 ℃; Inert atmosphere;

methyl iodide; In acetone; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1021/jo902287t

Reference yield: 92.0%

2-ethoxy-2-methoxyquinoline (72543-47-6) → 2-chloro-8-methoxy-quinoline (74668-74-9)

Guidance literature:

With trichlorophosphate; In N,N-dimethyl-formamide; at 75 - 85 ℃; for 2h;

DOI:10.1021/jm00161a038

upstream raw materials:

2-ethoxy-2-methoxyquinoline

8-methoxy-1H-quinolin-2-one

8-methoxy-1-methylcarbostyril

phosphorus pentachloride

Downstream raw materials:

(2-CHLORO-8-METHOXY-3-QUINOLINYL)-BORONIC ACID

8-(methoxy-2-pyridin-2-yl)quinoline

3-(chloromethyl)-2-(3-fluorophenyl)-8-methoxyquinoline hydrochloride

N-((2-(3-fluorophenyl)-8-methoxyquinolin-3-yl)methyl)-9H-purin-6-amine