3-Phenylisonicotinonitrile

Base Information

• Chemical Name: 3-Phenylisonicotinonitrile
• CAS No.: 36146-27-7
• Molecular Formula: C12H8N2
• Molecular Weight: 180.209
• Mol file: 36146-27-7.mol

Synonyms:3-Phenylisonicotinonitrile

Chemical Property of 3-Phenylisonicotinonitrile

Chemical Property:

• PSA: 36.68000
• LogP: 2.62028

Purity/Quality:

95+% ^*data from raw suppliers

3-Phenylisonicotinonitrile 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Phenylisonicotinonitrile

There total 7 articles about 3-Phenylisonicotinonitrile 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: 78.5%

pyridine-4-carbonitrile (100-48-1) + phenylboronic acid (98-80-6) → 2-phenylpyridine-4-carbonitrile (33744-17-1) + 3-phenylpyridine-4-carbonitrile (36146-27-7)

Guidance literature:

With iron sulfide; ammonium persulfate; trifluoroacetic acid; In dichloromethane; at 25 ℃; for 24h; Reagent/catalyst;

Reference yield: 62.0%

3-phenylpyridine (1008-88-4) + trimethylsilyl cyanide (7677-24-9) → 2-cyano-5-phenylpyridine (39065-45-7) + 3-phenylpicolinonitrile (39065-43-5) + 3-phenylpyridine-4-carbonitrile (36146-27-7)

Guidance literature:

3-phenylpyridine; With trifluoromethylsulfonic anhydride; In chloroform; at 20 ℃; for 1h; Inert atmosphere; Sealed tube;

trimethylsilyl cyanide; In chloroform; at 60 ℃; for 3h; Inert atmosphere; Sealed tube;

With 4-methyl-morpholine; In chloroform; at 60 ℃; for 17h; Inert atmosphere; Sealed tube;

DOI:10.1002/chem.201703931

Reference yield: 51.0%

pyridine-4-carbonitrile (100-48-1) + bromobenzene (108-86-1,52753-63-6) → 3,5-diphenylpyridine-4-carbonitrile (1335110-60-5) + 3-phenylpyridine-4-carbonitrile (36146-27-7)

Guidance literature:

With 2,2-dimethylhexanoic acid; palladium diacetate; potassium carbonate; tricyclohexylphosphine tetrafluoroborate; In toluene; at 120 ℃; for 22h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ja206022p

upstream raw materials:

pyridine-4-carbonitrile

dibenzoyl peroxide

bromobenzene

phenylboronic acid

Downstream raw materials:

3,5-diphenylpyridine-4-carbonitrile

Refernces

• 1、 Elbert, Bryony L.,Farley, Alistair J. M.,Gorman, Timothy W.,Johnson, Tarn C.,Genicot, Christophe,Lallemand, Bénédicte,Pasau, Patrick,Flasz, Jakub,Castro, José L.,MacCoss, Malcolm,Paton, Robert S.,Schofield, Christopher J.,Smith, Martin D.,Willis, Michael C.,Dixon, Darren J.. "C?H Cyanation of 6-Ring N-Containing Heteroaromatics". supporting information. p. 14733 - 14737. Retrieved 2017/10/07.
• 2、 Biaco, Joyce L.,Jones, Savannah L.,Barker, Timothy J.. "Lewis acid-catalyzed borono-minisci reactions of arylboronic acids and heterocycles". . p. 1687 - 1697. Retrieved 2016/10/12.