5-bromo-3-phenylcinnoline

Base Information

• Chemical Name: 5-bromo-3-phenylcinnoline
• CAS No.: 1401421-15-5
• Molecular Formula: C₁₄H₉BrN₂
• Molecular Weight: 285.143
• Mol file: 1401421-15-5.mol

Synonyms:

Chemical Property of 5-bromo-3-phenylcinnoline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-bromo-3-phenylcinnoline

There total 6 articles about 5-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: 19.0%

diethyl (2-(2-(2-bromophenyl)-1-phenylethylidene)hydrazinyl)phosphonate → 3-phenylcinnoline (10604-22-5) + 5-bromo-3-phenylcinnoline (1401421-15-5)

Guidance literature:

With copper(II) acetate monohydrate; In toluene; at 110 ℃; for 16h;

DOI:10.1002/adsc.201700669

Reference yield:

C15H15BrN2 (1401421-41-7) → 5-bromo-3-phenylcinnoline (1401421-15-5) + 7-bromo-3-phenylcinnoline (1401421-14-4)

Guidance literature:

With pyridine; copper(l) iodide; trifluorormethanesulfonic acid; oxygen; copper(II) sulfate; In N,N-dimethyl-formamide; at 110 ℃; for 14h; under 760.051 Torr;

DOI:10.1002/anie.201204339

Reference yield:

2-(2-bromophenyl)-1-phenyl-1-ethanone (16897-97-5) → 3-phenylcinnoline (10604-22-5) + 5-bromo-3-phenylcinnoline (1401421-15-5)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / ethanol / Reflux

2: copper(II) acetate monohydrate / toluene / 16 h / 110 °C

With hydrogenchloride; copper(II) acetate monohydrate; In ethanol; toluene;

DOI:10.1002/adsc.201700669

upstream raw materials:

C₁₅H₁₅BrN₂

acetophenone

3-bromophenylhydrazine

2-(2-bromophenyl)-1-phenyl-1-ethanone

Refernces

• 1、 Zhang, Guangwu,Miao, Jinmin,Zhao, Yan,Ge, Haibo. "Copper-catalyzed aerobic dehydrogenative cyclization of N-methyl-N-phenylhydrazones: Synthesis of cinnolines". . p. 8318 - 8321. Retrieved 2012/09/07.