4-Chloro-7-hydroxyquinoline

Base Information

• Chemical Name: 4-Chloro-7-hydroxyquinoline
• CAS No.: 181950-57-2
• Molecular Formula: C9H6ClNO
• Molecular Weight: 179.606
• Hs Code.: 2933499090
• Mol file: 181950-57-2.mol

Synonyms:7-Quinolinol, 4-chloro-;

Chemical Property of 4-Chloro-7-hydroxyquinoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.697
• Boiling Point: 329.3 °C at 760 mmHg
• PKA: 8.41±0.40(Predicted)
• Flash Point: 152.955 °C
• PSA: 33.12000
• Density: 1.412 g/cm³
• LogP: 2.59380
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

4-Chloro-7-hydroxyquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Chloro-7-hydroxyquinoline is a reagent used in the synthesis of novel benzo[d]?oxazol-?2(3H)?-?one derivatives which can act as c-Met kinase inhibitors.

Technology Process of 4-Chloro-7-hydroxyquinoline

There total 1 articles about 4-Chloro-7-hydroxyquinoline 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:

7-methoxy-4(1H)-oxoquinoline (190516-85-9,82121-05-9) → 4-chloro-7-hydroxyquinoline (181950-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: trichlorophosphate / 3 h / Heating

2: hydrogen bromide / Reflux

With hydrogen bromide; trichlorophosphate;

DOI:10.1016/j.ejmech.2018.11.048

Reference yield: 89.2%

4-chloro-7-hydroxyquinoline (181950-57-2) + 1-chloromethyl-4-fluorobenzene (352-11-4) → 4-chloro-7-((4-fluorobenzyl)oxy)quinoline

Guidance literature:

4-chloro-7-hydroxyquinoline; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.166667h;

1-chloromethyl-4-fluorobenzene; In N,N-dimethyl-formamide; mineral oil;

Reference yield: 67.2%

4-chloro-7-hydroxyquinoline (181950-57-2) + ethyl bromide (74-96-4) → 7-ethoxy-4-chloroquinoline (178984-50-4)

Guidance literature:

4-chloro-7-hydroxyquinoline; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 20 ℃; for 0.25h;

ethyl bromide; In N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

7-methoxy-4(1H)-oxoquinoline

Downstream raw materials:

7-ethoxy-4-chloroquinoline

1-((4-(2-fluoro-4-nitrophenoxy)quinolin-7-yl)oxy)-2-methylpropan-2-ol

1-((4-(4-amino-2-fluorophenoxy)quinolin-7-yl)oxy)-2-methylpropan-2-ol

7-(benzyloxy)-4-chloroquinoline

Refernces

• 1、 Su, Tong,Zhu, Jiongchang,Sun, Rongqin,Zhang, Huihui,Huang, Qiuhua,Zhang, Xiaodong,Du, Runlei,Qiu, Liqin,Cao, Rihui. "Design, synthesis and biological evaluation of new quinoline derivatives as potential antitumor agents". . p. 154 - 167. Retrieved 2019/06/11.