3-BROMO-4-CHLOROQUINOLINE

Base Information

• Chemical Name: 3-BROMO-4-CHLOROQUINOLINE
• CAS No.: 74575-17-0
• Molecular Formula: C9H5BrClN
• Molecular Weight: 242.502
• Hs Code.: 2933499090
• Mol file: 74575-17-0.mol

Synonyms:3-Bromo-4-chloroquinoline;

Chemical Property of 3-BROMO-4-CHLOROQUINOLINE

Chemical Property:

• Vapor Pressure: 0.00201mmHg at 25°C
• Melting Point: 69-70℃
• Refractive Index: 1.68
• Boiling Point: 300.4 °C at 760 mmHg
• Flash Point: 135.5 °C
• PSA: 12.89000
• Density: 1.673 g/cm³
• LogP: 3.65070
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98% or more ^*data from raw suppliers

3-Bromo-4-chloroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-41
• Safety Statements: 26-39-45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-BROMO-4-CHLOROQUINOLINE

There total 8 articles about 3-BROMO-4-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: 93.0%

3-bromoquinolin-4(1H)-one (68158-36-1) → 3-bromo-4-chloroquinoline (74575-17-0)

Guidance literature:

With trichlorophosphate; In acetonitrile; at 20 ℃; for 7h; Reflux;

DOI:10.1016/j.tet.2013.08.019

Reference yield:

3-bromo-4-hydroxyquinoline (64965-47-5) → 3-bromo-4-chloroquinoline (74575-17-0)

Guidance literature:

With trichlorophosphate;

DOI:10.1039/jr9500000384 DOI:10.1021/ja01211a026 DOI:10.1021/ja01216a044

Reference yield:

quinolin-4-ol (611-36-9) → 3-bromo-4-chloroquinoline (74575-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; bromine

2: phosphoryl chloride

With bromine; acetic acid; trichlorophosphate;

DOI:10.1039/jr9500000384 DOI:10.1021/ja01211a026

upstream raw materials:

3-bromo-4-hydroxyquinoline

3-bromo-4-hydroxy-quinoline-2-carboxylic acid

3-bromo-4-hydroxy-quinoline-2-carboxylic acid methyl ester

quinolin-4-ol

Downstream raw materials:

4-(4-chloroquinolin-3-yl)phenol

3-bromo-4-iodoquinoline

11H-indolo[3,2-c]quinoline

Refernces

• 1、 Pidathala, Chandrakala,Amewu, Richard,Pacorel, Bénédicte,Nixon, Gemma L.,Gibbons, Peter,Hong, W. David,Leung, Suet C.,Berry, Neil G.,Sharma, Raman,Stocks, Paul A.,Srivastava, Abhishek,Shone, Alison E.,Charoensutthivarakul, Sitthivut,Taylor, Lee,Berger, Olivier,Mbekeani, Alison,Hill, Alasdair,Fisher, Nicholas E.,Warman, Ashley J.,Biagini, Giancarlo A.,Ward, Stephen A.,O'Neill, Paul M.. "Identification, design and biological evaluation of bisaryl quinolones targeting Plasmodium falciparum type II NADH:Quinone oxidoreductase (PfNDH2)". supporting information; experimental part. p. 1831 - 1843. Retrieved 2012/05/04.