N-(benzenesulfonyl)benzamide

Base Information

• Chemical Name: N-(benzenesulfonyl)benzamide
• CAS No.: 3559-04-4
• Molecular Formula: C13H11 N O3 S
• Molecular Weight: 261.301
• NSC Number: 23395
• DSSTox Substance ID: DTXSID00956972
• Nikkaji Number: J454.957K
• ChEMBL ID: CHEMBL241149
• Mol file: 3559-04-4.mol

Synonyms:N-(phenylsulfonyl)benzamide

Chemical Property of N-(benzenesulfonyl)benzamide

Chemical Property:

• Vapor Pressure: 2.94E-09mmHg at 25°C
• Boiling Point: 460°C at 760 mmHg
• Flash Point: 232°C
• Density: 1.31g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 261.04596439
• Heavy Atom Count: 18
• Complexity: 374

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of N-(benzenesulfonyl)benzamide

There total 32 articles about N-(benzenesulfonyl)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%

benzenesulfonamide (98-10-2) + benzoyl chloride (98-88-4) → N-benzoyl-benzenesulfonamide (3559-04-4)

Guidance literature:

With dmap; triethylamine; In ethyl acetate; toluene; at 55 ℃; Inert atmosphere;

DOI:10.1002/bkcs.12227

Reference yield: 96.0%

piperidinium thiobenzoate + phenylsulfonyl azide (938-10-3) → N-benzoylpiperidine (776-75-0) + N-benzoyl-benzenesulfonamide (3559-04-4)

Guidance literature:

With piperidine; In methanol; at 0 ℃; for 0.25h; Product distribution;

DOI:10.1021/ja057533y

Reference yield: 95.0%

benzenesulfonamide (98-10-2) + benzoic acid (65-85-0,8013-63-6) → N-benzoyl-benzenesulfonamide (3559-04-4)

Guidance literature:

With dmap; polymer-supported DCC; In dichloromethane; at 20 ℃; for 1h; Further Variations:; Reagents; Solvents; Temperatures; Product distribution;

DOI:10.1016/j.tetlet.2007.05.158

upstream raw materials:

benzenesulfonamide

benzoic acid phenyl ester

benzoyl chloride

benzoic acid anhydride

Refernces

• 1、 Chan, Johann,Baucom, Kyle D.,Murry, Jerry A.. "Rh(II)-catalyzed intermolecular oxidative sulfamidation of aldehydes: A mild efficient synthesis of N-sulfonylcarboxamides". . p. 14106 - 14107. Retrieved 2007.
• 2、 Adachi, Akiya,Aikawa, Kohsuke,Ishibashi, Yuichiro,Nozaki, Kyoko,Okazoe, Takashi. "Bench-Stable Electrophilic Fluorinating Reagents for Highly Selective Mono- and Difluorination of Silyl Enol Ethers". supporting information. p. 11919 - 11925. Retrieved 2021/07/02.
• 3、 Chen, Ling,Luo, Guanglin. "Facile synthesis of acyl sulfonamides from carboxyic acids using the Mukaiyama reagent". supporting information. p. 268 - 271. Retrieved 2019/01/04.