N-(3-cyanophenyl)benzamide

Base Information

• Chemical Name: N-(3-cyanophenyl)benzamide
• CAS No.: 141990-91-2
• Molecular Formula: C14H10N2O
• Molecular Weight: 222.246
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID30350505
• Nikkaji Number: J3.299.961A
• Wikidata: Q82126484
• Mol file: 141990-91-2.mol

Synonyms:N-(3-cyanophenyl)benzamide;141990-91-2;Benzamide, N-(3-cyanophenyl)-;Oprea1_321052;Oprea1_584619;SCHEMBL2173418;DTXSID30350505;MFCD00451474;STK045086;AKOS000177344;DS-1574;FS-3176;SB80284;CS-0150047

Chemical Property of N-(3-cyanophenyl)benzamide

Chemical Property:

• PSA: 52.89000
• LogP: 2.88358
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 222.079312947
• Heavy Atom Count: 17
• Complexity: 311

Purity/Quality:

99% ^*data from raw suppliers

N-(3-Cyanophenyl)benzamide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC2=CC=CC(=C2)C#N

Technology Process of N-(3-cyanophenyl)benzamide

There total 11 articles about N-(3-cyanophenyl)benzamide 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: 94.0%

→ N-(3-cyanophenyl)benzamide (141990-91-2)

Guidance literature:

With tetrabutylammomium bromide; caesium carbonate; In water; for 0.333333h; Microwave irradiation;

Reference yield: 92.0%

N-methoxybenzamide (2446-51-7) + (3‐cyanophenyl)boronic acid (150255-96-2) → N-(3-cyanophenyl)benzamide (141990-91-2)

Guidance literature:

With iron(III) chloride; In 1,2-dichloro-ethane; at 120 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1016/j.mcat.2021.111993

Reference yield: 92.0%

3-iodobenzonitrile (69113-59-3) + benzamide (55-21-0,27208-38-4) → N-(3-cyanophenyl)benzamide (141990-91-2)

Guidance literature:

With D-glucose; (R,R)-N,N'-dimethyl-1,2-diaminocyclohexane; copper(ll) bromide; sodium t-butanolate; In water; at 50 ℃; Inert atmosphere;

DOI:10.1002/chem.201700832

upstream raw materials:

benzoyl chloride

m-cyanoaniline

benzonitrile

3-nitro-aniline

Downstream raw materials:

N-(3-cyanophenyl)thiobenzamide

3-benzoylamino-benzoic acid amide

Refernces

• 1、 Chen, Zhengwang,Wen, Xiaowei,Zheng, Weiping,He, Ruolan,Chen, Dou,Cao, Dingsheng,Long, Lipeng,Ye, Min. "Acyl Cyanides as Bifunctional Reagent: Application in Copper-Catalyzed Cyanoamidation and Cyanoesterification Reaction". . p. 5691 - 5701. Retrieved 2020/04/10.
• 2、 Chen, Zhengwang,Liang, Pei,Liu, Botao,Luo, Haiqing,Zheng, Jing,Wen, Xiaowei,Liu, Tanggao,Ye, Min. "A facile tandem decyanation/cyanation reaction of α-iminonitriles toward cyano-substituted amides". supporting information. p. 8481 - 8485. Retrieved 2018/11/27.