1-[(4-Nitrophenyl)sulfonyl]pyrrolidine

Base Information

• Chemical Name: 1-[(4-Nitrophenyl)sulfonyl]pyrrolidine
• CAS No.: 175278-37-2
• Molecular Formula: C10H12N2O4S
• Molecular Weight: 256.282
• Hs Code.: 2935009090
• DSSTox Substance ID: DTXSID10352345
• Nikkaji Number: J971.332H
• Wikidata: Q82129429
• Mol file: 175278-37-2.mol

Synonyms:175278-37-2;1-[(4-nitrophenyl)sulfonyl]pyrrolidine;1-(4-nitrophenyl)sulfonylpyrrolidine;1-((4-Nitrophenyl)sulfonyl)pyrrolidine;Pyrrolidine, 1-[(4-nitrophenyl)sulfonyl]-;1-(4-Nitrophenylsulfonyl)pyrrolidine;N-(4-Nitrophenylsulfonyl)pyrrolidine;Pyrrolidine,1-[(4-nitrophenyl)sulfonyl]-;1-(4-nitrobenzenesulfonyl)pyrrolidine;Maybridge1_000002;MixCom1_000002;Oprea1_015753;Oprea1_344474;SCHEMBL7485956;SCHEMBL12280498;DTXSID10352345;CCG-55943;MFCD00277216;STK179383;AKOS003240807;1-[(4-nitrophenyl)sulphonyl]pyrrolidine;AS-64944;CS-0060804;FT-0607078;W17710;SR-01000644939-1;4-[1-HYDROXY-2-([1-METHYLETHYL]AMINO)BUTYL]-1,2-BENZENEDIOLMETHANESULFONATE

Chemical Property of 1-[(4-Nitrophenyl)sulfonyl]pyrrolidine

Chemical Property:

• Vapor Pressure: 2.01E-07mmHg at 25°C
• Melting Point: 151 °C
• Refractive Index: 1.609
• Boiling Point: 424.8 °C at 760 mmHg
• PKA: -6.16±0.20(Predicted)
• Flash Point: 210.7 °C
• PSA: 91.58000
• Density: 1.432 g/cm³
• LogP: 2.92120
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 256.05177804
• Heavy Atom Count: 17
• Complexity: 370

Purity/Quality:

98%min ^*data from raw suppliers

1-[(4-Nitrophenyl)sulfonyl]pyrrolidine ^*data from reagent suppliers

Safty Information:

• Safety Statements: S24/25:Avoid contact with skin and eyes.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)S(=O)(=O)C2=CC=C(C=C2)[N+](=O)[O-]

Technology Process of 1-[(4-Nitrophenyl)sulfonyl]pyrrolidine

There total 5 articles about 1-[(4-Nitrophenyl)sulfonyl]pyrrolidine 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: 98.0%

pyrrolidine (123-75-1) + 4-Nitrobenzenesulfonyl chloride (98-74-8) → 1-((4-nitrophenyl)sulfonyl)pyrrolidine (175278-37-2)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 3h;

DOI:10.1021/acscombsci.5b00155

Reference yield: 90.0%

→ 1-((4-nitrophenyl)sulfonyl)pyrrolidine (175278-37-2)

Guidance literature:

With C₁₆H₂₄AuB₁₀BrN₂; In toluene; at 20 ℃; for 8h;

Reference yield: 84.0%

p-nitrobenzenesulfonamide (6325-93-5) + 1,4-butanediyl bis(diphenylphosphinite) (10274-30-3) → 1-((4-nitrophenyl)sulfonyl)pyrrolidine (175278-37-2)

Guidance literature:

With 1-Azidoadamantane; In various solvent(s); at 80 ℃; for 6h; Further Variations:; Reagents; Product distribution;

DOI:10.1246/cl.2005.1644

upstream raw materials:

p-nitrobenzenesulfonamide

1,4-butanediyl bis(diphenylphosphinite)

pyrrolidine

4-Nitrobenzenesulfonyl chloride

Downstream raw materials:

2-methyl-1-(4-nitro-benzenesulfonyl)-pyrrolidine

6-(pyrrolidin-1-ylsulfonyl)benzo[d]thiazol-2-amine

3-oxo-N-(4-(pyrrolidin-1-ylsulfonyl)phenyl)benzo[d]isothiazole-2(3H)-carboxamide

N-[4-(isocyanato)phenylsulfonyl]pyrrolidine

Refernces

• 1、 K?prülüo?lu, Cemal,Dejmek, Milan,?ála, Michal,Ajani, Haresh,H?ebabecky, Hubert,Fanfrlík, Jind?ich,Jorda, Radek,Dra?ínsky, Martin,Procházková, Eli?ka,?ácha, Pavel,Kry?tof, Vladimír,Hobza, Pavel,Lep?ík, Martin,Nencka, Radim. "Optimization of norbornyl-based carbocyclic nucleoside analogs as cyclin-dependent kinase 2 inhibitors". . . Retrieved 2020/03/30.
• 2、 Chen, Jinyang,Han, Xiaoran,Mei, Lan,Liu, Jinchuan,Du, Kui,Cao, Tuanwu,Li, Qiang. "Iodine-catalyzed sulfonylation of sulfonyl hydrazides with: Tert -amines: A green and efficient protocol for the synthesis of sulfonamides". . p. 31212 - 31216. Retrieved 2019/10/19.