N-benzyl-4-nitrobenzenesulfonamide

Base Information

• Chemical Name: N-benzyl-4-nitrobenzenesulfonamide
• CAS No.: 52374-25-1
• Molecular Formula: C13H12N2O4S
• Molecular Weight: 292.315
• DSSTox Substance ID: DTXSID50353573
• Nikkaji Number: J669.757G
• Wikidata: Q82131238
• ChEMBL ID: CHEMBL1945330
• Mol file: 52374-25-1.mol

Synonyms:N-benzyl-4-nitrobenzenesulfonamide;52374-25-1;N-Benzyl-4-nitro-benzenesulfonamide;N-benzyl-4-nitrobenzene-1-sulfonamide;Oprea1_589113;Oprea1_705152;CBDivE_003784;SCHEMBL121841;CHEMBL1945330;DTXSID50353573;N-benzyl-4-nitrobenzenesulfonamid;OKABXQCJRCTYLI-UHFFFAOYSA-N;CCA37425;MFCD00426420;STK063626;AKOS000525765;BB 0323046;CS-0270033;AE-641/02461063;Z45508777

Chemical Property of N-benzyl-4-nitrobenzenesulfonamide

Chemical Property:

• PSA: 100.37000
• LogP: 4.06820
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 292.05177804
• Heavy Atom Count: 20
• Complexity: 413

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNS(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of N-benzyl-4-nitrobenzenesulfonamide

There total 18 articles about N-benzyl-4-nitrobenzenesulfonamide 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%

benzylamine (100-46-9) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → N-benzyl-4-nitrobenzenesulfonamide (52374-25-1)

Guidance literature:

With triethylamine; In dichloromethane; 1) 0 deg C, 1 h, 2) room temperature;

DOI:10.1039/P19950002025

Reference yield: 100.0%

4-nitro-N-(phenylmethylene)benzenesulfonamide (63160-16-7) → N-benzyl-4-nitrobenzenesulfonamide (52374-25-1)

Guidance literature:

With Schwartz's reagent; In dichloromethane; at 20 ℃; for 0.333333h; chemoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejoc.201901607

Reference yield: 90.0%

PE + benzylamine (100-46-9) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → N-benzyl-4-nitrobenzenesulfonamide (52374-25-1)

Guidance literature:

With triethylamine; In 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran;

upstream raw materials:

benzylamine

4-Nitrobenzenesulfonyl chloride

[N-(nosyl)imino]phenyliodinane

toluene

Downstream raw materials:

N-(4-Nitrobenzensulfonyl)benzimidchlorid

N-benzyl-N-(3-(N-benzyl-4-nitrophenylsulfonamido)propyl)-2,4-dinitrobenzenesulfon amide

Refernces

• 1、 Campeau, Dominic,Gagosz, Fabien,Pommainville, Alice. "Ynamides as Three-Atom Components in Cycloadditions: An Unexplored Chemical Reaction Space". supporting information. p. 9601 - 9611. Retrieved 2021/07/19.
• 2、 Xie, Caixia,Yang, Di,Wang, Xinfeng,Ma, Chen. "A Cascade Reaction of Michael Addition and Truce-Smiles Rearrangement to Synthesize Trisubstituted 4-Quinolone Derivatives". . p. 14937 - 14944. Retrieved 2020/12/02.