N-(4-Chlorophenyl)benzamide

Base Information

• Chemical Name: N-(4-Chlorophenyl)benzamide
• CAS No.: 2866-82-2
• Molecular Formula: C13H10 Cl N O
• Molecular Weight: 231.681
• Hs Code.: 2924299090
• European Community (EC) Number: 633-031-9
• NSC Number: 83620
• DSSTox Substance ID: DTXSID40182819
• Nikkaji Number: J61.586B
• Wikidata: Q83053521
• ChEMBL ID: CHEMBL2234176
• Mol file: 2866-82-2.mol

Synonyms:N-(4-Chlorophenyl)benzamide;2866-82-2;4'-Chlorobenzanilide;Benzamide, N-(4-chlorophenyl)-;N-(4-Chloro-phenyl)-benzamide;Benzanilide, 4'-chloro-;4'-Chlorobenzanide;N-(p-Chlorophenyl)benzamide;N-(4-chlorophenyl)benzenecarboxamide;BRN 1875430;AI3-30843;4-12-00-01181 (Beilstein Handbook Reference);N-Phenyl-4-chlorobenzamide;N-Phenyl-p-chlorobenzamide;NSC 404952;NSC83620;4-chloro-benzanilide;N-Benzoyl-4-chloroaniline;NCIOpen2_004546;SCHEMBL197003;N-(4-Chlorophenyl)-benzamide;CHEMBL2234176;DTXSID40182819;HMS1609A06;AMY39278;CAA86682;MFCD00018578;NSC 83620;NSC-83620;STK325489;AKOS001322507;3G-432S;LS-26169;CS-0316264;FT-0629217;EN300-10484936;SR-01000414622;SR-01000414622-1;Z28161803

Chemical Property of N-(4-Chlorophenyl)benzamide

Chemical Property:

• Boiling Point: 277oC at 760 mmHg
• Flash Point: 121.3oC
• PSA: 29.10000
• Density: 1.285g/cm3
• LogP: 3.66530
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 231.0450916
• Heavy Atom Count: 16
• Complexity: 230

Purity/Quality:

95% ^*data from raw suppliers

N-(4-Chlorophenyl)benzamide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of N-(4-Chlorophenyl)benzamide

There total 167 articles about N-(4-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: 98.0%

N-(4-chlorophenyl)benzamidine (7035-69-0) + benzil (134-81-6) → N-(4-chlorophenyl)benzamide (2866-82-2) + N-benzoylbenzamide (614-28-8)

Guidance literature:

With vanadyl(IV) sulfate hydrate; water; In N,N-dimethyl-formamide; at 70 ℃; for 8h;

DOI:10.1021/acs.joc.7b00950

Reference yield: 97.0%

phenyl benzyl ketone (451-40-1) + 4-chloro-aniline (106-47-8) → N-(4-chlorophenyl)benzamide (2866-82-2) + benzaldehyde (100-52-7)

Guidance literature:

With 1,10-Phenanthroline; copper(II) chloride dihydrate; oxygen; In acetonitrile; for 36h; under 760.051 Torr; Reflux;

DOI:10.1021/acs.joc.5b01670

Reference yield: 85.0%

4-chloro-aniline (106-47-8) + benzyl alcohol (100-51-6,185532-71-2) → N-(4-chlorophenyl)benzamide (2866-82-2)

Guidance literature:

With oxygen; lithium hydroxide; In water; at 50 ℃; for 12h;

DOI:10.1002/anie.201102374

upstream raw materials:

N-phenyl benzoyl amide

N,N-dichloro-p-toluenesulfonamide

tert-butylhypochlorite

Benzophenone oxime

Downstream raw materials:

(4-Chloro-phenyl)-[1-phenyl-pent-4-en-(E)-ylidene]-amine

4-methyl-N-(4-chlorophenyl)benzenesulfonamide

N¹-benzoyl-N¹,N²-bis(p-chlorophenyl)acetamidine

di-tert-butyl-methylphosphine oxide

Refernces

• 1、 Hong, Miao,Tang, Xiaoyan,Falivene, Laura,Caporaso, Lucia,Cavallo, Luigi,Chen, Eugene Y.-X.. "Proton-Transfer Polymerization by N-Heterocyclic Carbenes: Monomer and Catalyst Scopes and Mechanism for Converting Dimethacrylates into Unsaturated Polyesters". . p. 2021 - 2035. Retrieved 2016.
• 2、 Wang, Nana,Wang, Ding,He, Yun,Xi, Jin,Wang, Tao,Liang, Yong,Zhang, Zunting. "Photoinduced Annulation of N-Phenylbenzamides for the Synthesis of Phenanthridin-6(5H)-Ones". supporting information. p. 1150 - 1155. Retrieved 2022/02/25.
• 3、 Neerathilingam, Nalladhambi,Bhargava Reddy, Mandapati,Anandhan, Ramasamy. "Regioselective Synthesis of 2° Amides Using Visible-Light-Induced Photoredox-Catalyzed Nonaqueous Oxidative C-N Cleavage of N, N-Dibenzylanilines". supporting information. p. 15117 - 15127. Retrieved 2021/10/25.