8-Bromo-2-chloroquinoline

Base Information

• Chemical Name: 8-Bromo-2-chloroquinoline
• CAS No.: 163485-86-7
• Molecular Formula: C9H5BrClN
• Molecular Weight: 242.502
• Hs Code.: 2933499090
• European Community (EC) Number: 696-602-1
• DSSTox Substance ID: DTXSID70449740
• Wikidata: Q72453543
• Mol file: 163485-86-7.mol

Synonyms:8-bromo-2-chloroquinoline;163485-86-7;QUINOLINE, 8-BROMO-2-CHLORO-;8-bromo-2-chloro-quinoline;SCHEMBL1030675;DTXSID70449740;ZXSUGMMMZOMZTD-UHFFFAOYSA-N;AMY26453;MFCD08741410;AKOS013530522;AB48778;CS-W005368;SS-4441;A3629;FT-0682315;EN300-104450;W-205925;F0001-2569;Z1209414549

Chemical Property of 8-Bromo-2-chloroquinoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 113-114 °C(Solv: methanol (67-56-1))
• Refractive Index: 1.68
• Boiling Point: 325.741 °C at 760 mmHg
• PKA: -2.33±0.50(Predicted)
• Flash Point: 150.803 °C
• PSA: 12.89000
• Density: 1.673g/cm³
• LogP: 3.65070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 240.92939
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

97% ^*data from raw suppliers

8-Bromo-2-chloroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=C(C(=C1)Br)N=C(C=C2)Cl

Technology Process of 8-Bromo-2-chloroquinoline

There total 8 articles about 8-Bromo-2-chloroquinoline 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: 85.6%

8-bromo-1H-quinoline-2-one (67805-67-8) → 8-bromo-2-chloroquinoline (163485-86-7)

Guidance literature:

With N,N-dimethyl-formamide; trichlorophosphate; at 90 ℃; for 2h;

Reference yield: 50.0%

8-bromoquinoline N-oxide (90279-39-3) → 8-bromo-2-chloroquinoline (163485-86-7)

Guidance literature:

With thionyl chloride; at 50 ℃; for 12h; Sealed tube;

DOI:10.1021/acs.joc.9b01538

Reference yield:

2-bromoaniline (615-36-1) → 8-bromo-2-chloroquinoline (163485-86-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 92 percent / potassium carbonate / acetone; H₂O / 2 h / 0 °C

2: 56 percent / aluminium chloride / chlorobenzene / 2 h / 125 °C

3: 83 percent / phosphorus oxychloride / 2 h / 125 °C

With aluminium trichloride; potassium carbonate; trichlorophosphate; In water; chlorobenzene; acetone;

DOI:10.1002/ejoc.200390215

upstream raw materials:

8-bromo-1H-quinoline-2-one

E-N-(2-bromophenyl)-3-phenylpropenamide

2-bromoaniline

2-hydroxy-8-bromoquinoline

Downstream raw materials:

8-bromo-2-(methyloxy)quinoline

8-bromo-1H-quinoline-2-one

2-(2-(phenylthio)quinolin-8-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one

2-(2-benzylquinolin-8-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one