3-Bromocinnoline

Base Information

• Chemical Name: 3-Bromocinnoline
• CAS No.: 78593-33-6
• Molecular Formula: C8H5BrN2
• Molecular Weight: 209.045
• Hs Code.: 2933990090
• European Community (EC) Number: 875-223-7
• DSSTox Substance ID: DTXSID30506580
• Nikkaji Number: J1.587.593C
• Wikidata: Q72453802
• Mol file: 78593-33-6.mol

Synonyms:3-bromocinnoline;78593-33-6;MFCD01411751;Cinnoline, 3-bromo-;bromocinnoline;SCHEMBL5245198;DTXSID30506580;AMY13867;AKOS016004414;FS-3668;SY114592;FT-0646555;C76515;EN300-115794;A846948;Z1269157470

Chemical Property of 3-Bromocinnoline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 92-93 °C(Solv: ligroine (8032-32-4))
• Refractive Index: 1.685
• Boiling Point: 324.952 °C at 760 mmHg
• PKA: 0.86±0.10(Predicted)
• Flash Point: 150.326 °C
• PSA: 25.78000
• Density: 1.657 g/cm³
• LogP: 2.39230
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 207.96361
• Heavy Atom Count: 11
• Complexity: 140

Purity/Quality:

97% ^*data from raw suppliers

3-Bromocinnoline 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=C(N=N2)Br

Technology Process of 3-Bromocinnoline

There total 5 articles about 3-Bromocinnoline 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: 55.0%

Cinnoline (253-66-7) → 3-bromocinnoline (78593-33-6)

Guidance literature:

Cinnoline; With boron trifluoride diethyl etherate; In tetrahydrofuran; at 0 ℃; for 0.25h; Inert atmosphere;

With bis(2,2,6,6-tetramethylpiperidin-1-yl)magnesium-bis(lithium chloride) complex; In tetrahydrofuran; at -78 ℃; for 0.0833333h; Inert atmosphere;

With 1,2-dibromo-1,1,2,2-tetrachloroethane; In tetrahydrofuran; at -78 - 25 ℃; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol5001999

Reference yield:

toluene-4-sulfonic acid-[N'-(3-bromo-cinnolin-4-yl)-hydrazide] → 3-bromocinnoline (78593-33-6)

Guidance literature:

With sodium carbonate;

DOI:10.1039/jr9530000609

Reference yield:

3-bromo-1H-cinnolin-4-one (335242-55-2,19419-09-1) → 3-bromocinnoline (78593-33-6)

Guidance literature:

Multi-step reaction with 3 steps

1: POCl₃

3: aqueous Na₂Co₃

With sodium carbonate; trichlorophosphate;

DOI:10.1039/jr9530000609

upstream raw materials:

3-bromo-1H-cinnolin-4-one

3-bromo-4-chloro-cinnoline

Cinnoline

Downstream raw materials:

3-methoxycinnoline

3-aminocinnoline

4-Cinnolin-3-yl-2-methyl-but-3-yn-2-ol

3,3'-bicinnolyl