4-Bromo-3-phenylcinnoline

Base Information

• Chemical Name: 4-Bromo-3-phenylcinnoline
• CAS No.: 157868-96-7
• Molecular Formula: C14H9BrN2
• Molecular Weight: 285.143
• DSSTox Substance ID: DTXSID70423469
• Nikkaji Number: J582.340D
• Wikidata: Q82235694
• Mol file: 157868-96-7.mol

Synonyms:4-bromo-3-phenylcinnoline;157868-96-7;4-bromo-3-phenyl-cinnoline;3-Phenyl-4-bromocinnoline;DTXSID70423469;AKOS024367868

Chemical Property of 4-Bromo-3-phenylcinnoline

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 283.99491
• Heavy Atom Count: 17
• Complexity: 253

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C2=C(C3=CC=CC=C3N=N2)Br

Technology Process of 4-Bromo-3-phenylcinnoline

There total 5 articles about 4-Bromo-3-phenylcinnoline 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: 94.0%

(E)-1-((2-(phenylethynyl)phenyl)diazenyl)piperidine (1262057-02-2) → 4-bromo-3-phenylcinnoline (157868-96-7)

Guidance literature:

With water; hydrogen bromide; In acetone; at 20 ℃; chemoselective reaction; Cooling with ice;

DOI:10.1016/j.tetlet.2010.10.122

Reference yield: 86.0%

2-phenylethynylaniline (13141-38-3) → 4-bromo-3-phenylcinnoline (157868-96-7)

Guidance literature:

With hydrogen bromide; sodium nitrite; at 28 ℃; for 0.25h;

DOI:10.1080/00397919408010177

Reference yield:

phenylacetylene (536-74-3) → 4-bromo-3-phenylcinnoline (157868-96-7)

Guidance literature:

phenylacetylene; polystyrene-CH₂N(Bn)N=N-(2-XPh); With triethylamine; palladium diacetate; In N,N-dimethyl-formamide; at 80 ℃; for 12h;

With hydrogen bromide; In acetone; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(99)01166-1

upstream raw materials:

2-phenylethynylaniline

phenylacetylene

(E)-1-((2-(phenylethynyl)phenyl)diazenyl)piperidine

Downstream raw materials:

3-phenyl-1,4-di(phenylethynyl)-1,2-dihydrocinnoline

3-phenyl-4-phenylethynylcinnoline