N,N-Diphenylbenzenesulfonamide

Base Information

• Chemical Name: N,N-Diphenylbenzenesulfonamide
• CAS No.: 1709-51-9
• Molecular Formula: C18H15 N O2 S
• Molecular Weight: 309.389
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID20344559
• Nikkaji Number: J1.047.765D
• Wikidata: Q82116527
• ChEMBL ID: CHEMBL484275
• Mol file: 1709-51-9.mol

Synonyms:N,N-Diphenylbenzenesulfonamide;1709-51-9;N,N-DIPHENYL-BENZENESULFONAMIDE;CHEMBL484275;diphenyl(phenylsulfonyl)amine;TimTec1_000852;Oprea1_121258;SCHEMBL812682;DTXSID20344559;HMS1536G16;ADAL1013752;BDBM50268104;AKOS001016273;NCGC00175054-01;N,N''-(1,4-phenylene)benzene sulfonamide;Z56755775

Chemical Property of N,N-Diphenylbenzenesulfonamide

Chemical Property:

• Melting Point: 124-125 °C
• Boiling Point: 463.8±28.0 °C(Predicted)
• PKA: -6.08±0.50(Predicted)
• PSA: 45.76000
• Density: 1.269±0.06 g/cm3(Predicted)
• LogP: 5.29440
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 309.08234989
• Heavy Atom Count: 22
• Complexity: 407

Purity/Quality:

99.90% ^*data from raw suppliers

N,N-DIPHENYL-BENZENESULFONAMIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)S(=O)(=O)C3=CC=CC=C3

Technology Process of N,N-Diphenylbenzenesulfonamide

There total 12 articles about N,N-Diphenylbenzenesulfonamide 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) + 2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) → N,N-diphenylbenzenesulfonamide (1709-51-9)

Guidance literature:

With cesium fluoride; In acetonitrile; at 25 ℃; for 24h;

DOI:10.1021/ol0358612

Reference yield: 98.0%

2-(trimethylsilyl)phenyl trifluoromethanesulfonate (88284-48-4) + benzenesulphonyl isocyanate (2845-62-7) → N,N-diphenylbenzenesulfonamide (1709-51-9)

Guidance literature:

With cesium fluoride; In acetonitrile; at 100 ℃; for 14h; Inert atmosphere;

DOI:10.1016/j.tetlet.2019.151018

Reference yield: 97.0%

N-phenylbenzenesulfonamide (1678-25-7) + Diphenyliodonium triflate (66003-76-7) → N,N-diphenylbenzenesulfonamide (1709-51-9)

Guidance literature:

With potassium phosphate; copper(l) chloride; In water; at 20 ℃; for 10h;

DOI:10.1016/j.tetlet.2014.05.082

upstream raw materials:

N-phenylbenzenesulfonamide

diphenyliodonium bromide

diphenylamine

benzenesulfonyl chloride

Downstream raw materials:

3-phenylbenzo[d]isothiazole-1,1-dioxide

diphenylamine

Refernces

• 1、 Qu, Erdong,Li, Shangzhang,Bai, Jin,Zheng, Yan,Li, Wanfang. "Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides". supporting information. p. 58 - 63. Retrieved 2021/12/27.
• 2、 Heredia, Micaela D.,Guerra, Walter D.,Barolo, Silvia M.,Fornasier, Santiago J.,Rossi, Roberto A.,Budén, Mariá E.. "Transition-Metal-Free and Visible-Light-Mediated Desulfonylation and Dehalogenation Reactions: Hantzsch Ester Anion as Electron and Hydrogen Atom Donor". supporting information. p. 13481 - 13494. Retrieved 2020/12/15.