N-(2-Chlorophenyl)benzamide

Base Information

• Chemical Name: N-(2-Chlorophenyl)benzamide
• CAS No.: 1020-39-9
• Molecular Formula: C13H10 Cl N O
• Molecular Weight: 231.681
• Hs Code.: 2924299090
• NSC Number: 406274
• DSSTox Substance ID: DTXSID10144520
• Nikkaji Number: J54.765D
• Wikidata: Q83008764
• ChEMBL ID: CHEMBL1529752
• Mol file: 1020-39-9.mol

Synonyms:N-(2-Chlorophenyl)benzamide;1020-39-9;2'-Chlorobenzanilide;Benzamide, N-(2-chlorophenyl)-;Benzanilide, 2'-chloro-;N-(2-CHLOROPHENYL)-BENZAMIDE;NSC 406274;BRN 2105484;AI3-01073;4-12-00-01122 (Beilstein Handbook Reference);Benzamide, N-(chlorophenyl)-;NSC406274;WLN: GR BMVR;MLS000679001;F0777-0979;IFLab1_003470;SCHEMBL3794850;CHEMBL1529752;DTXSID10144520;HMS1421N16;HMS2710D10;STK325492;AKOS001604676;NSC-406274;NCGC00246610-01;LS-26167;SMR000323401;CS-0329843;EU-0069674;SR-01000414623;SR-01000414623-1

Chemical Property of N-(2-Chlorophenyl)benzamide

Chemical Property:

• Vapor Pressure: 0.00586mmHg at 25°C
• Boiling Point: 273.1°Cat760mmHg
• Flash Point: 118.9°C
• PSA: 29.10000
• Density: 1.285g/cm³
• LogP: 3.66530
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 231.0450916
• Heavy Atom Count: 16
• Complexity: 238

Purity/Quality:

98%,99%, ^*data from raw suppliers

2'-CHLOROBENZANILIDE Aldrich ^*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=C2Cl

Technology Process of N-(2-Chlorophenyl)benzamide

There total 52 articles about N-(2-Chlorophenyl)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: 99.0%

benzoyl chloride (98-88-4) + o-chloroaniline (95-51-2) → N-(2-chlorophenyI)benzamide (1020-39-9)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 24h;

DOI:10.1021/jo051927q DOI:10.1016/j.tet.2007.08.013

Reference yield: 96.0%

iodobenzene (591-50-4) + carbon monoxide (201230-82-2) + o-chloroaniline (95-51-2) → N-(2-chlorophenyI)benzamide (1020-39-9)

Guidance literature:

iodobenzene; o-chloroaniline; With palladium diacetate; triethylamine; In water; for 0.166667h;

carbon monoxide; In water; at 100 ℃; for 8h; under 10343.2 Torr;

DOI:10.1080/00397911.2010.523155

Reference yield: 87.7%

N-phenyl benzoyl amide (93-98-1,5705-51-1) → N-(4-chlorophenyl)benzamide (2866-82-2) + N-(2-chlorophenyI)benzamide (1020-39-9)

Guidance literature:

With 1,3-di(adamantan-1-yl)-1H-imidazol-3-ium tetrafluoroborate; N-chloro-succinimide; camphor-10-sulfonic acid; In 1,4-dioxane; at 25 ℃; for 24h;

DOI:10.1055/s-0035-1560376

upstream raw materials:

N-phenyl benzoyl amide

N,N-dichloro-p-toluenesulfonamide

(2-chlorophenyl)phenylmethanone oxime

benzoyl chloride

Downstream raw materials:

6(5H)-phenanthridinone

N-(2-chlorophenyl)benzenecarbothioamide

N-(o-Hydroxyphenol)benzamidine

(Z)-N-(2-chlorophenyl)benzimidoyl chloride

Refernces

• 1、 Heng, Chang Ma,Xuan, Zhen Jiang. "Oxazolidin-2-one-promoted CuI-catalyzed amidation of aryl halides and cyclization of o-halobenzanilides". . p. 1335 - 1340. Retrieved 2008.
• 2、 Bunnett,J.F.,Hrutfiord,B.F.. "-". . p. 1691 - 1697. Retrieved 1961.
• 3、 Huang, Fei,Wu, San,Hu, Weiye,Zhang, Songlin. "Potassium Carbonate Promoted C-N Coupling Reaction between Benzamides and Aryl Iodides". . p. 1090 - 1096. Retrieved 2018.
• 4、 Wang, Jichao,Yin, Xinchi,Wu, Jun,Wu, Datong,Pan, Yuanjiang. "Copper catalyzed N-arylation between aryl halides and nitriles in water: An efficient tandem synthesis of benzanilides". . p. 10463 - 10469. Retrieved 2013.
• 5、 Snyder,Elston. "-". . p. 3039. Retrieved 1954.
• 6、 Chng, Leng Leng,Yang, Jinhua,Ying, Jackie Y.. "Efficient synthesis of amides and esters from alcohols under aerobic ambient conditions catalyzed by a Au/mesoporous Al2O3 nanocatalyst". . p. 1916 - 1925. Retrieved 2015.
• 7、 Correa, Arkaitz,Elmore, Simon,Bolm, Carsten. "Iron-catalyzed N-arylations of amides". . p. 3527 - 3529. Retrieved 2008.
• 8、 Desai, Kumar R.,Shaikh, Mushtaque S.,Coutinho, Evans C.. "Molecular modeling studies, synthesis and biological evaluation of derivatives of N-phenylbenzamide as Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) inhibitors". . p. 321 - 332. Retrieved 2011.
• 9、 Joseph, Devaneyan,Lee, Sunwoo,Park, Myeong Seong. "Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions". . p. 6227 - 6232. Retrieved 2021.
• 10、 Xu, Feng,Wang, Ni-Ge,Tian, You-Ping,Chen, Yong-Mei,Liu, Wei-Chun. "Ph3P/I2-Catalyzed beckmann rearrangement of ketoximes into amides". . p. 3532 - 3539. Retrieved 2012.