3-Bromo-6-nitroquinoline

Base Information

• Chemical Name: 3-Bromo-6-nitroquinoline
• CAS No.: 7101-95-3
• Molecular Formula: C9H5BrN2O2
• Molecular Weight: 253.055
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID10572187
• Wikidata: Q72448758
• Mol file: 7101-95-3.mol

Synonyms:3-bromo-6-nitroquinoline;7101-95-3;MFCD12024480;3-bromanyl-6-nitro-quinoline;SCHEMBL4816985;DTXSID10572187;AMY26101;AKOS015919332;DS-2894;SB71710;SY105848;CS-0155647;A837050;A1-01823

Chemical Property of 3-Bromo-6-nitroquinoline

Chemical Property:

• Melting Point: 170-171℃
• PSA: 58.71000
• Density: 1.747±0.06 g/cm3 (20 oC 760 Torr)
• LogP: 3.42870
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 251.95344
• Heavy Atom Count: 14
• Complexity: 231

Purity/Quality:

98.5% ^*data from raw suppliers

3-Bromo-6-nitroquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC2=NC=C(C=C2C=C1[N+](=O)[O-])Br

Technology Process of 3-Bromo-6-nitroquinoline

There total 5 articles about 3-Bromo-6-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: 38.2%

2,2,3-tribromopropanal (26944-17-2) + 4-nitro-aniline (100-01-6,104810-17-5) → 3-bromo-6-nitroquinoline (7101-95-3)

Guidance literature:

With acetic acid; at 110 ℃; for 2h;

DOI:10.1016/j.ejmech.2021.113579

Reference yield: 28.0%

6-nitroquinoline (613-50-3) → 3-bromo-6-nitroquinoline (7101-95-3) + 6-nitro-8-bromoquinoline (120287-30-1)

Guidance literature:

With N-Bromosuccinimide; acetic acid; at 50 ℃; for 17h;

Reference yield:

6-nitroquinoline (613-50-3) → 3-bromo-6-nitroquinoline (7101-95-3) + 3,8-dibromo-6-nitro-quinoline (696611-46-8)

Guidance literature:

With pyridine; bromine; In tetrachloromethane; at 20 ℃; for 18h; Heating / reflux;

upstream raw materials:

6-nitroquinoline

2,2,3-tribromopropanal

4-nitro-aniline

Downstream raw materials:

3-bromo-quinolin-6-ylamine

6-nitro-[3]quinolylamine

C₂₄H₂₂N₄O₂

C₃₁H₃₃N₇O₃

Refernces

• 1、 -. "QUINOLINES AS FGFR KINASE MODULATORS". Page/Page column 147. . Retrieved 2013/05/21.