4-Phenylcinnoline

Base Information

• Chemical Name: 4-Phenylcinnoline
• CAS No.: 21874-06-6
• Molecular Formula: C14H10N2
• Molecular Weight: 206.247
• Hs Code.: 2933990090
• Mol file: 21874-06-6.mol

Synonyms:4-Phenylcinnoline;Cinnoline, 4-phenyl-

Chemical Property of 4-Phenylcinnoline

Chemical Property:

• PSA: 25.78000
• LogP: 3.29680
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-Phenylcinnoline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-Phenylcinnoline

There total 14 articles about 4-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: 87.0%

2-(1-phenylvinyl)aniline (64097-92-3) → 4-phenyl-cinnoline (21874-06-6)

Guidance literature:

With tert.-butylnitrite; In ethanol; at 120 ℃; Solvent; Temperature; Mechanism; Inert atmosphere; Green chemistry;

DOI:10.1039/c7ob01553d

Reference yield: 74.0%

diethyl 4-phenyldihydrocinnoline-1,2-dicarboxylate (1393462-69-5) → 4-phenyl-cinnoline (21874-06-6)

Guidance literature:

With sodium hydroxide; In ethanol; water; at 70 ℃; for 16h;

DOI:10.1002/anie.201201529

Reference yield: 53.0%

2-(1-phenylvinyl)aniline (64097-92-3) + acetic anhydride (108-24-7) → 4-phenyl-cinnoline (21874-06-6)

Guidance literature:

With potassium acetate; isopentyl nitrite; In benzene; at 80 ℃; for 20h;

upstream raw materials:

2-(1-phenylvinyl)aniline

acetic anhydride

hydrogenchloride

4-phenyl-1,2-dihydro-cinnoline

Downstream raw materials:

3-phenyl-1H-indole

4-phenyl-1,2-dihydro-cinnoline

5-phenyl-pyridazine-3,4-dicarboxylic acid

4-isopropylidene-1,1-dimethyl-7-phenyl-[1,3,4]oxadiazino[4,3-a]cinnolin-2-one

Refernces

• 1、 Pang, Xiaobo,Zhao, Lianbiao,Zhou, Dagang,He, Ping Yong,An, Zhenyu,Ni, Ji Xiang,Yan, Rulong. "Tert -Butyl nitrite (TBN) as the N atom source for the synthesis of substituted cinnolines with 2-vinylanilines and a relevant mechanism was studied". supporting information. p. 6318 - 6322. Retrieved 2017/08/10.
• 2、 Ball, Catherine J.,Gilmore, Jeremy,Willis, Michael C.. "Copper-catalyzed tandem C-N bond formation: An efficient annulative synthesis of functionalized cinnolines". supporting information; experimental part. p. 5718 - 5722. Retrieved 2012/08/14.