5-Bromo-6-methoxy-8-nitroquinoline

Base Information

• Chemical Name: 5-Bromo-6-methoxy-8-nitroquinoline
• CAS No.: 5347-15-9
• Molecular Formula: C10H7BrN2O3
• Molecular Weight: 283.081
• European Community (EC) Number: 654-574-8
• NSC Number: 3750
• DSSTox Substance ID: DTXSID00201656
• Nikkaji Number: J48.197A
• Wikidata: Q83074857
• Mol file: 5347-15-9.mol

Synonyms:5-Bromo-6-methoxy-8-nitroquinoline;Quinoline, 5-bromo-6-methoxy-8-nitro-;5347-15-9;5-bromo-6-methoxy-8-nitro-quinoline;NSC 3750;BRN 0207336;AI3-18683;NSC3750;4-21-00-01125 (Beilstein Handbook Reference);SCHEMBL5186834;DTXSID00201656;SDMIYMJTQNOZRV-UHFFFAOYSA-N;NSC-3750;WLN: T66 BNJ GE HO1 JNW;AKOS024323095

Chemical Property of 5-Bromo-6-methoxy-8-nitroquinoline

Chemical Property:

• Vapor Pressure: 1.37E-06mmHg at 25°C
• Boiling Point: 411°Cat760mmHg
• Flash Point: 202.4°C
• Density: 1.676g/cm³
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 1
• Exact Mass: 281.96400
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C2=C(C(=C1)[N+](=O)[O-])N=CC=C2)Br

Technology Process of 5-Bromo-6-methoxy-8-nitroquinoline

There total 4 articles about 5-Bromo-6-methoxy-8-nitroquinoline 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-methoxy-8-nitroquinoline (85-81-4) → 5-bromo-6-methoxy-8-nitroquinoline (5347-15-9)

Guidance literature:

With bromine; iron; calcium carbonate; In water; for 15h; Reflux;

DOI:10.1016/j.ejmech.2018.02.048

Reference yield:

N-(5-bromo-4-methoxy-2-nitrophenyl)acetamide (7357-66-6) + glycerol (56-81-5,25618-55-7,64333-26-2,8013-25-0) → 5-bromo-6-methoxy-8-nitroquinoline (5347-15-9)

Guidance literature:

With arsenic(V) oxide; sulfuric acid; at 130 - 140 ℃;

DOI:10.1021/ja01212a045

Reference yield:

N-(3-bromo-4-methoxyphenyl)acetamide (6943-73-3) → 5-bromo-6-methoxy-8-nitroquinoline (5347-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid; acetic acid anhydride; nitric acid / 5 °C

2: arsenic (V)-oxide; sulfuric acid / 130 - 140 °C

With arsenic(V) oxide; sulfuric acid; nitric acid; acetic anhydride; acetic acid;

DOI:10.1021/ja01212a045

upstream raw materials:

6-methoxy-8-nitroquinoline

N-(5-bromo-4-methoxy-2-nitrophenyl)acetamide

glycerol

N-(3-bromo-4-methoxyphenyl)acetamide

Downstream raw materials:

5,6-dimethoxy-8-nitroquinoline

6-methoxy-5-(4-methoxy-phenoxy)-8-nitro-quinoline

6-methoxy-8-nitro-5-phenoxy-quinoline

5-bromo-6-methoxy-8-aminoquinoline