6-Bromo-7-hydroxy-3,4-dihydro-1H-quinolin-2-one

Base Information

• Chemical Name: 6-Bromo-7-hydroxy-3,4-dihydro-1H-quinolin-2-one
• CAS No.: 1194459-28-3
• Molecular Formula: C9H8BrNO2
• Molecular Weight: 242.06932
• Hs Code.: 2933790090
• Mol file: 1194459-28-3.mol

Synonyms:6-Bromo-7-hydroxy-3,4-dihydro-1H-quinolin-2-one;6-Bromo-3,4-dihydro-7-hydroxyquinolin-2(1H)-one;6-Bromo-7-hydroxy-2-oxo-1,2,3,4-tetrahydroquinoline;6-bromo-7-hydroxy-3,4-dihydroquinolin-2(1H)-one

Chemical Property of 6-Bromo-7-hydroxy-3,4-dihydro-1H-quinolin-2-one

Chemical Property:

• PSA: 49.33000
• LogP: 2.17740

Purity/Quality:

98.5% ^*data from raw suppliers

6-Bromo-7-hydroxy-3,4-dihydro-1H-quinolin-2-one >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-Bromo-7-hydroxy-3,4-dihydro-1H-quinolin-2-one

There total 4 articles about 6-Bromo-7-hydroxy-3,4-dihydro-1H-quinolin-2-one 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%

→ 6-bromo-7-hydroxy-3,4-dihydro-1H-quinolin-2-one (1194459-28-3)

Guidance literature:

Reference yield: 87.0%

7-hydroxy-3,4-dihydro-2-(1H)-quinolinone (22246-18-0) → 6-bromo-7-hydroxy-3,4-dihydro-1H-quinolin-2-one (1194459-28-3)

Guidance literature:

With N-Bromosuccinimide; In N,N-dimethyl-formamide; at 0 ℃; for 9h;

DOI:10.1021/jm3004637

Reference yield:

N-(3-methoxyphenyl)-3-chloropropionamide (21261-76-7) → 6-bromo-7-hydroxy-3,4-dihydro-1H-quinolin-2-one (1194459-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aluminum (III) chloride; N,N-dimethyl acetamide / 4 h / 140 °C

2: N-Bromosuccinimide / N,N-dimethyl-formamide / 9 h / 0 °C

With aluminum (III) chloride; N-Bromosuccinimide; N,N-dimethyl acetamide; In N,N-dimethyl-formamide; 1: |Friedel-Crafts Alkylation;

DOI:10.1021/jm3004637

upstream raw materials:

7-hydroxy-3,4-dihydro-2-(1H)-quinolinone

N-(3-methoxyphenyl)-3-chloropropionamide

m-Anisidine

Downstream raw materials:

6-bromo-7-ethoxy-1-methyl-3,4-dihydro-1H-quinolin-2-one

7-benzyloxy-6-bromo-1-methyl-3,4-dihydro-1H-quinolin-2-one

7-benzyloxy-6-(pyridin-3-yl)-3,4-dihydro-1H-quinolin-2-one

7-benzyloxy-1-methyl-6-(pyridin-3-yl)-3,4-dihydro-1H-quinolin-2-one