3-chloro-N-phenylbenzamide

Base Information

• Chemical Name: 3-chloro-N-phenylbenzamide
• CAS No.: 6832-92-4
• Molecular Formula: C13H10ClNO
• Molecular Weight: 231.681
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID20352290
• Nikkaji Number: J271.290C
• Wikidata: Q82129346
• Mol file: 6832-92-4.mol

Synonyms:3-chloro-N-phenylbenzamide;6832-92-4;3-Chlorobenzanilide;Maybridge1_008704;CBMicro_011617;benzamide,3-chloro-n-phenyl-;SCHEMBL3786882;HMS566D14;DTXSID20352290;QDIUKUHOHYCIRM-UHFFFAOYSA-N;SMSF0005394;MFCD00045191;STL255846;AKOS003282698;CB14777;BIM-0011543.P001

Chemical Property of 3-chloro-N-phenylbenzamide

Chemical Property:

• PSA: 32.59000
• LogP: 3.97630
• 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: 238

Purity/Quality:

95% ^*data from raw suppliers

3-CHLOROBENZANILIDE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 3-chloro-N-phenylbenzamide

There total 39 articles about 3-chloro-N-phenylbenzamide 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: 100.0%

carbon monoxide (201230-82-2) + 3-iodochlorobenzene (625-99-0) + aniline (62-53-3) → 3-chloro-N-phenylbenzamide (6832-92-4)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; at 100 ℃; for 8h; under 750.075 Torr; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.molcata.2014.11.008

Reference yield: 99.0%

1-bromo-3-chlorobenzene (108-37-2) + carbon monoxide (201230-82-2) + aniline (62-53-3) → 3-chloro-N-phenylbenzamide (6832-92-4)

Guidance literature:

With palladium diacetate; sodium carbonate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In toluene; at 80 ℃; for 15h; under 760.051 Torr;

DOI:10.1021/jo801279r

Reference yield: 98.0%

aniline (62-53-3) + 3-chlorobenzoate (535-80-8) → 3-chloro-N-phenylbenzamide (6832-92-4)

Guidance literature:

at 180 ℃; Neat (no solvent);

DOI:10.1021/jp108619n

upstream raw materials:

m-Chlorobenzaldehyde

pyridine N-oxide

N-phenyl-m-chlorobenzimidoyl chloride

m-Chlorobenzoyl chloride

Downstream raw materials:

(3-Chloro-benzoyl)-phenyl-carbamic acid isopropyl ester

3-chloro-2-trimethylsilyl-benzanilide

5-chloro-9-oxo-1-fluorenanilide

4-chloro-3-(4'-methoxyphenyl)-phthalide

Refernces

• 1、 Akhir, Abdul,Ansari, Shabina B.,Chopra, Sidharth,Kaul, Grace,Lal, Jhajan,Reddy, Damodara N.. "Bio-evaluation of fluoro and trifluoromethyl-substituted salicylanilides against multidrug-resistant S. aureus". . p. 2301 - 2315. Retrieved 2021/10/30.
• 2、 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.