3-Methyl-4-phenylcinnoline

Base Information

• Chemical Name: 3-Methyl-4-phenylcinnoline
• CAS No.: 21039-71-4
• Molecular Formula: C15H12N2
• Molecular Weight: 220.274
• Mol file: 21039-71-4.mol

Synonyms:3-Methyl-4-phenylcinnoline

Chemical Property of 3-Methyl-4-phenylcinnoline

Chemical Property:

• PSA: 25.78000
• LogP: 3.60520

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Methyl-4-phenylcinnoline

There total 6 articles about 3-Methyl-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: 85.0%

2-(1-phenylprop-1-en-1-yl)aniline (412339-09-4) → 3-methyl-4-phenylcinnoline (21039-71-4)

Guidance literature:

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

DOI:10.1039/c7ob01553d

Reference yield:

1-Phenylprop-1-yne (673-32-5) + 3,3-diethyl-1-(2-iodophenyl)triaz-1-ene (265671-00-9) → 3-methyl-4-phenylcinnoline (21039-71-4) + 4-methyl-3-phenylcinnoline (33732-51-3)

Guidance literature:

With tributyl-amine; tris-(o-tolyl)phosphine; palladium dichloride; In N,N-dimethyl-formamide; at 90 ℃; for 15h; regioselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2011.04.079

Reference yield:

2-(toluene-4-sulfonylamino)-benzoic acid (6311-23-5) → 3-methyl-4-phenylcinnoline (21039-71-4)

Guidance literature:

Multi-step reaction with 4 steps

1: benzene; phosphorus pentachloride / Behandeln mit Aluminiumchlorid und Erwaermen des Produkts mit konz. Schwefelsaeure

2: diethyl ether

3: sulfuric acid

4: sodium nitrite; hydrochloric acid

With hydrogenchloride; diethyl ether; phosphorus pentachloride; sulfuric acid; sodium nitrite; benzene;

upstream raw materials:

2-(1-phenylprop-1-en-1-yl)aniline

2-(toluene-4-sulfonylamino)-benzoic acid

1-(2-aminophenyl)-1-phenyl-1-propanol

(2-aminophenyl)(phenyl)methanone

Downstream raw materials:

2-methyl-3-phenyl-1H-indole

4-isopropylidene-1,1,6-trimethyl-7-phenyl-[1,3,4]oxadiazino[4,3-a]cinnolin-2-one

Refernces

• 1、 Zhu, Chuan,Yamane, Motoki. "Synthesis of 3,4-disubstituted cinnolines by the Pd-catalyzed annulation of 2-iodophenyltriazenes with an internal alkyne". experimental part. p. 4933 - 4938. Retrieved 2011/07/29.