4-HYDROXY-8-BROMOQUINOLINE

Base Information

• Chemical Name: 4-HYDROXY-8-BROMOQUINOLINE
• CAS No.: 57798-00-2
• Molecular Formula: C₉H₆BrNO
• Molecular Weight: 224.057
• Hs Code.: 2933499090
• Mol file: 57798-00-2.mol

Synonyms:4-Hydroxy-8-bromoquinoline;

Chemical Property of 4-HYDROXY-8-BROMOQUINOLINE

Chemical Property:

• Boiling Point: 370.732 °C at 760 mmHg
• PKA: 3.83±0.40(Predicted)
• Flash Point: 178.013 °C
• PSA: 33.12000
• Density: 1.705 g/cm³
• LogP: 2.70290
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature

Purity/Quality:

98%,99%, ^*data from raw suppliers

8-Bromoquinolin-4(1H)-one ^*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 4-HYDROXY-8-BROMOQUINOLINE

There total 5 articles about 4-HYDROXY-8-BROMOQUINOLINE 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%

4-(benzyloxy)-8-bromoquinoline (1391932-43-6) → 4-hydroxy-8-bromoquinoline (57798-00-2,949507-29-3)

Guidance literature:

With tris(bipyridine)ruthenium(II) dichloride hexahydrate; ascorbic acid; In water; acetonitrile; at 20 ℃; for 2h; chemoselective reaction; Schlenk technique; Irradiation; Inert atmosphere;

DOI:10.1021/acs.joc.7b02775

Reference yield: 88.4%

cycl-isopropylidene malonate (2033-24-1) + 2-bromoaniline (615-36-1) → 4-hydroxy-8-bromoquinoline (57798-00-2,949507-29-3)

Guidance literature:

cycl-isopropylidene malonate; With trimethyl orthoformate; for 4h; Reflux;

2-bromoaniline; for 20h; Resolution of racemate;

With diphenylether; for 4h; Reflux;

DOI:10.1021/acs.joc.7b02775

Reference yield: 87.0%

5-{[(2-bromophenyl)amino]methylidene}-2,2-dimethyl-1,3-dioxane-4,6-dione (187278-04-2) → 8-bromo-1,4-dihydroquinolin-4-one (57798-00-2,949507-29-3)

Guidance literature:

In diphenylether; hexane; for 1h; Reflux;

upstream raw materials:

4-(benzyloxy)-8-bromoquinoline

cycl-isopropylidene malonate

2-bromoaniline

5-{[(2-bromophenyl)amino]methylidene}-2,2-dimethyl-1,3-dioxane-4,6-dione

Downstream raw materials:

8-bromo-4-chloroquinoline

Refernces

• 1、 -. "FUNCTIONALIZED HETEROCYCLIC COMPOUNDS AS MODULATORS OF STIMULATOR OF INTERFERON GENES (STING)". Page/Page column 185; 186. . Retrieved 2021/06/22.
• 2、 -. "QUINOLINE DERIVATIVES AS SMO INHIBITORS". Paragraph 0189; 0191. . Retrieved 2017/02/28.