N-(4-cyanophenyl)-3-phenylpropanamide

Base Information

• Chemical Name: N-(4-cyanophenyl)-3-phenylpropanamide
• CAS No.: 24722-24-5
• Molecular Formula: C₁₆H₁₄N₂O
• Molecular Weight: 250.3
• Mol file: 24722-24-5.mol

Synonyms:N-(4-cyanophenyl)-3-phenylpropanamide

Chemical Property of N-(4-cyanophenyl)-3-phenylpropanamide

Chemical Property:

Purity/Quality:

N-(4-cyanophenyl)-3-phenylpropanamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-cyanophenyl)-3-phenylpropanamide

There total 9 articles about N-(4-cyanophenyl)-3-phenylpropanamide 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: 68.0%

p-cyanophenyl isocyanate (40465-45-0) + phenethylmagnesium chloride (90878-19-6) → N-(4-cyanophenyl)-3-phenylpropanamide (24722-24-5)

Guidance literature:

With copper(ll) bromide; In tetrahydrofuran; at 20 ℃; for 0.00294444h; Inert atmosphere; Flow reactor;

DOI:10.1002/anie.201807393

Reference yield:

styrene (100-42-5,25038-60-2,25247-68-1,28213-80-1,28325-75-9,79637-11-9,9003-53-6) + carbon monoxide (201230-82-2) + 4-nitrobenzonitrile (619-72-7) → N-(4-cyanophenyl)-2-phenylpropanamide + N-(4-cyanophenyl)-3-phenylpropanamide (24722-24-5)

Guidance literature:

With tetrakis(acetonitrile)palladium bistriflate; boric acid; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In tetrahydrofuran; at 80 ℃; for 20h; under 750.075 Torr; Reagent/catalyst; Overall yield = 94 percent; regioselective reaction; Autoclave;

DOI:10.1016/S1872-2067(20)63561-6

Reference yield:

Aethoxykohlensaeure-dihydrozimtsaeure-anhydrid (151418-18-7) + 4-Aminobenzonitrile (873-74-5) → N-(4-cyanophenyl)-3-phenylpropanamide (24722-24-5)

Guidance literature:

In water; acetonitrile; at 0 ℃; for 24h;

DOI:10.1055/s-0037-1611893

upstream raw materials:

p-cyanophenyl isocyanate

phenethylmagnesium chloride

styrene

carbon monoxide

Downstream raw materials:

(Z)-N-(4-(5-(4-methoxybenzylidene)-4-oxo-4,5-dihydrothiazol-2-yl)phenyl)-3-phenylpropanamide

Refernces

• 1、 Li, Fuwei,Shi, Lijun,Xia, Chungu,Yang, Li. "Intermediate formation enabled regioselective access to amide in the Pd-catalyzed reductive aminocarbonylation of olefin with nitroarene". . p. 1152 - 1160. Retrieved 2020/03/13.
• 2、 Williams, Jason D.,Kerr, William J.,Leach, Stuart G.,Lindsay, David M.. "A Practical and General Amidation Method from Isocyanates Enabled by Flow Technology". supporting information. p. 12126 - 12130. Retrieved 2018/09/11.