4-AMINO-2-CHLOROQUINOLINE

Base Information

• Chemical Name: 4-AMINO-2-CHLOROQUINOLINE
• CAS No.: 80947-25-7
• Molecular Formula: C9H7ClN2
• Molecular Weight: 178.621
• Hs Code.: 2933499090
• Mol file: 80947-25-7.mol

Synonyms:(2-Chloroquinolin-4-yl)amine;

Chemical Property of 4-AMINO-2-CHLOROQUINOLINE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 250℃
• Refractive Index: 1.712
• Boiling Point: 365.857 °C at 760 mmHg
• PKA: 4.24±0.50(Predicted)
• Flash Point: 175.064 °C
• PSA: 38.91000
• Density: 1.363 g/cm³
• LogP: 3.05160
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

99% ^*data from raw suppliers

2-Chloroquinolin-4-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-AMINO-2-CHLOROQUINOLINE

There total 8 articles about 4-AMINO-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: 91.0%

4-azido-2-chloro-quinoline (157027-30-0) → 2-chloroquinoline-4-amine (80947-25-7)

Guidance literature:

With sodium dithionite; In methanol; for 3h; Reflux;

DOI:10.1016/j.jphotochem.2016.08.014

Reference yield: 44.0%

2,4-dichloroquinoline (703-61-7) → 2-chloroquinoline-4-amine (80947-25-7)

Guidance literature:

With ammonia; In water; at 160 ℃; for 2.5h; Microwave irradiation;

DOI:10.1021/jm8014052

Reference yield:

2-chloroquinoline-4-carboxamide (4295-16-3) → 2-chloroquinoline-4-amine (80947-25-7)

Guidance literature:

With sodium hydroxide; bromine;

DOI:10.1002/hlca.19490320557 DOI:10.1002/ardp.19362740202

upstream raw materials:

4-aminoquinoline 1-oxide

2-chloroquinoline-4-carboxamide

N-(1-oxy-[4]quinolyl)-hydroxylamine; hydrochloride

2-hydroxyquinoline-4-carboxylic acid

Downstream raw materials:

N-(2-chloroquinolin-4-yl)benzamide

N-(2-chloroquinolin-4-yl)cyclohexanecarboxamide

C₂₀H₁₄ClN₅O

C₂₁H₁₆ClN₅O₂

Refernces

• 1、 -. "A3 ADENOSINE RECEPTOR ALLOSTERIC MODULATORS". Page/Page column 30; 2/2. . Retrieved 2010/04/03.
• 2、 Heitman, Laura H.,G?bly?s, Anikó,Zweemer, Annelien M.,Bakker, Renée,Mulder-Krieger, Thea,Van Veldhoven, Jacobus P. D.,De Vries, Henk,Brussee, Johannes,Ijzerman, Adriaan P.. "A series of 2,4-disubstituted quinolines as a new class of allosteric enhancers of the adenosine A3 receptor". supporting information; experimental part. p. 926 - 931. Retrieved 2010/01/07.