N-benzyl-2-nitrobenzenesulfonamide

Base Information

• Chemical Name: N-benzyl-2-nitrobenzenesulfonamide
• CAS No.: 42060-32-2
• Molecular Formula: C13H12N2O4S
• Molecular Weight: 292.315
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID30351835
• Nikkaji Number: J1.184.702A
• Wikidata: Q82128598
• ChEMBL ID: CHEMBL1945329
• Mol file: 42060-32-2.mol

Synonyms:N-benzyl-2-nitrobenzenesulfonamide;42060-32-2;N-Benzyl-2-nitro-benzenesulfonamide;N-benzyl-2-nitrobenzene-1-sulfonamide;Oprea1_717741;CBDivE_001012;CBDivE_009353;SCHEMBL4504076;CHEMBL1945329;DTXSID30351835;MFCD00426424;STK034047;AKOS000488984;SB82343;BS-28364;CS-0206251;A872955;Z45508787

Chemical Property of N-benzyl-2-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: 421

Purity/Quality:

99% ^*data from raw suppliers

N-Benzyl-2-nitrobenzenesulfonamide 95+% ^*data from reagent 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=CC=C2[N+](=O)[O-]

Technology Process of N-benzyl-2-nitrobenzenesulfonamide

There total 10 articles about N-benzyl-2-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%

N-Boc-N-benzyl-o-nitrobenzenesulfonamide (245364-47-0) → N-benzyl-2-nitrobenzenesulfonamide (42060-32-2)

Guidance literature:

With trifluoroacetic acid; at 23 ℃; for 0.0833333h;

DOI:10.1055/s-1999-2827

Reference yield: 96.0%

2-Nitrobenzenesulfonamide (5455-59-4) + benzyl alcohol (100-51-6,185532-71-2) → N-benzyl-2-nitrobenzenesulfonamide (42060-32-2)

Guidance literature:

With 2-(diphenylphosphino)pyridine; di-tert-butyl-diazodicarboxylate; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1039/b418168a

Reference yield: 94.0%

2-Nitrobenzenesulfonyl chloride (1694-92-4) + benzylamine (100-46-9) → N-benzyl-2-nitrobenzenesulfonamide (42060-32-2)

Guidance literature:

With sodium hydrogencarbonate; In 1,4-dioxane; water; at 20 ℃; for 2h;

DOI:10.1016/j.tet.2004.01.063

upstream raw materials:

1H-benzo[d][1,2,3]triazol-1-yl 2-nitrobenzenesulfonate

benzylamine

2-Nitrobenzenesulfonyl chloride

N-Boc-N-benzyl-o-nitrobenzenesulfonamide

Downstream raw materials:

2-amino-N-benzyl-N-methyl-benzenesulfonamide

N-benzyl-N-methylbenzenesulfonamide

C₃₈H₄₆N₄O₁₁S₂SiCCH₂OCH₂

C₃₈H₄₆N₄O₁₁S₂Si

Refernces

• 1、 Zubar, Viktoriia,Dewanji, Abhishek,Rueping, Magnus. "Chemoselective Hydrogenation of Nitroarenes Using an Air-Stable Base-Metal Catalyst". supporting information. p. 2742 - 2747. Retrieved 2021/05/05.
• 2、 Andna, Lucile,Miesch, Laurence. "Metal-free synthesis of activated ynesulfonamides and tertiary enesulfonamides". supporting information. p. 5688 - 5692. Retrieved 2019/06/19.