3-Bromoquinolin-6-ol

Base Information

• Chemical Name: 3-Bromoquinolin-6-ol
• CAS No.: 13669-57-3
• Molecular Formula: C9H6BrNO
• Molecular Weight: 224.057
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID20564250
• Nikkaji Number: J3.278.659F
• Wikidata: Q82448889
• Mol file: 13669-57-3.mol

Synonyms:3-Bromoquinolin-6-ol;13669-57-3;3-BROMO-6-HYDROXYQUINOLINE;6-Quinolinol, 3-bromo-;3-Bromo-6-hydroxy quinoline;MFCD18260430;3-Bromo-quinolin-6-ol;SCHEMBL534471;DTXSID20564250;IGCRMJVOMNKTGB-UHFFFAOYSA-N;AMY26122;CS-B1093;AKOS016006762;DS-2578;FS-3707;SB71696;SY047355;3-Bromo-6-hydroxy quinoline basic information;EN300-312523;A850573;Z1269182939

Chemical Property of 3-Bromoquinolin-6-ol

Chemical Property:

• Boiling Point: 348.4 °C at 760 mmHg
• PKA: 8.48±0.40(Predicted)
• Flash Point: 164.5 °C
• PSA: 33.12000
• Density: 1.705 g/cm³
• LogP: 2.70290
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 222.96328
• Heavy Atom Count: 12
• Complexity: 165

Purity/Quality:

98%min ^*data from raw suppliers

3-?Bromo-?6-?quinolinol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NC=C(C=C2C=C1O)Br
• Uses: 3-?Bromo-?6-?quinolinol is a reagent used in the preparation of analogs of quinolin-?6-?yloxyacetamide fungicides.

Technology Process of 3-Bromoquinolin-6-ol

There total 6 articles about 3-Bromoquinolin-6-ol 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: 86.0%

3-bromoquinolin-6-yl acetate (1022151-47-8) → 3-bromo-6-hydroxyquinoline (13669-57-3)

Guidance literature:

With methanol; potassium carbonate; In water monomer; at 20 ℃; for 2h;

Reference yield:

3-bromo-quinolin-6-ylamine (7101-96-4) → 3-bromo-6-hydroxyquinoline (13669-57-3)

Guidance literature:

With phosphoric acid; In ethanol; water; at 180 ℃; for 72h; Autoclave;

DOI:10.1055/s-0033-1340670

Reference yield:

6-hydroxyquinoline (580-16-5) → 3-bromo-6-hydroxyquinoline (13669-57-3)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / dichloromethane / 8 h / 0 - 20 °C

2: bromine; pyridine / Carbon tetrachloride / 3 h / 0 - 90 °C

3: potassium carbonate; methanol / water monomer / 2 h / 20 °C

With pyridine; methanol; bromine; potassium carbonate; In Carbon tetrachloride; dichloromethane; water monomer;

upstream raw materials:

6-hydroxyquinoline

methyl quinolin-6-ylethanoate

3-bromoquinolin-6-yl acetate

3-bromo-6-nitroquinoline

Downstream raw materials:

6-(benzyloxy)-3-bromoquinoline

(S)-1-(6-(benzyloxy)quinolin-3-yl)-N,N-dimethylpyrrolidin-3-amine

N-((6-(benzyloxy)quinolin-3-yl)methyl)-N-ethylethanamine

3-bromo-6-methoxyquinoline

Refernces

• 1、 -. "2'-(QUINOLIN-3-YL)-5',6'-DIHYDROSPIRO[AZETIDINE-3,4'-PYRROLO[1,2-B]PYRAZOLE]-1-CARBOXYLATE DERIVATIVES AND RELATED COMPOUNDS AS MAP4K1 (HPK1) INHIBITORS FOR THE TREATMENT OF CANCER". . . Retrieved 2021/12/31.
• 2、 -. "6 - SUBSTITUTED 3 - (QUINOLIN- 6 - YLTHIO) - [1,2,4] TRIAZOLO [4, 3 -A] PYRADINES AS TYROSINE KINASE". . . Retrieved 2013/03/28.