73696-28-3

Basic information

• Product Name: 1-Tosyl-3-pyrrolidinone
• Synonyms: 1-Tosyl-3-pyrrolidinone;1-[(4-Methylphenyl)sulfonyl]-3-pyrrolidinone;1-Tosylpyrrolidin-3-one
• CAS NO: 73696-28-3
• Molecular Formula: C₁₁H₁₃NO₃S
• Molecular Weight: 239.29082
• Product Categories: Aromatics;Heterocycles;Sulfur & Selenium Compounds
• Mol File: 73696-28-3.mol
• Article Data: 7

Chemical Properties

• Melting Point: 118 °C
• Boiling Point: 407 °C at 760 mmHg
• Flash Point: 199.9 °C
• Appearance: /
• Density: 1.33 g/cm³
• Vapor Pressure: 7.8E-07mmHg at 25°C
• Refractive Index: 1.589
• Solubility: Dichloromethane, Ethyl Acetate, Methanol
• PKA: -8.61±0.20(Predicted)
• CAS DataBase Reference: 1-Tosyl-3-pyrrolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Tosyl-3-pyrrolidinone(73696-28-3)
• EPA Substance Registry System: 1-Tosyl-3-pyrrolidinone(73696-28-3)

Safety Data

• Hazardous Substances Data: 73696-28-3(Hazardous Substances Data)

Usage

Chemical Properties

Brown Solid

Uses

1-Tosyl-3-pyrrolidinone (cas# 73696-28-3) is a compound useful in organic synthesis.

InChI:InChI=1/C11H13NO3S/c1-9-2-4-11(5-3-9)16(14,15)12-7-6-10(13)8-12/h2-5H,6-8H2,1H3

Upstream product

• 70-55-3 toluene-4-sulfonamide 
• 757998-08-6 4-methyl-N-(pent-3-yn-1-yl)benzenesulfonamide 
• 1270026-72-6 C₁₁H₁₃NO₃S 
• 1028432-04-3 N-(tert-butyldimethylsilyloxy)-4-methylbenzenesulfonamide 
• 61341-03-5 N-(toluene-4-sulfonyl)-β-alanyl chloride 
• 16851-72-2 1-[(4-methylphenyl)sulfonyl]-2,5-dihydro-1H-pyrrole 
• 170456-83-4 1-tosyl-3-(R)-(-)-hydroxypyrrolidine 
• 32065-38-6 N-(4-diazo-3-oxo-butyl)-toluene-4-sulfonamide 

Downstream Products

• 170456-82-3 4-bromo-1-(p-toluenesulfonyl)pyrrolidin-3-one 
• 170456-89-0 2-methyl-5-(toluene-4-sulfonyl)-4,6-dihydro-5H-pyrrolo<3,4-d>thiazole 
• 170456-88-9 2-methyl-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<4,3-d>thiazol-3a-ol 
• 170456-91-4 2-Methylamino-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydro-pyrrolo[3,4-d]thiazol-3a-ol 
• 170456-86-7 2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,6-dihydro-5H-pyrrolo<3,4-d>thiazole 
• 170456-85-6 2-(N-t-butoxycarbonylmethylamino)-5-(toluene-4-sulfonyl)-4,5,6,6a-tetrahydropyrrolo<3,4-d>thiazol-3a-ol 
• 1432366-28-3 N-tosyl-3-phenyl-3-pyrrolidinol 
• 439692-13-4 C₂₀H₂₂N₂O₄S₂ 
• 439692-14-5 C₂₀H₂₀N₂O₃S₂ 

Relevant articles and documents

Fluorocyclization of Vinyl Azides for the Formation of 3-Azido Heterocycles

3-Azido saturated heterocycles are important for therapeutic-development but challenging to prepare. Disclosed herein is a novel synthetic strategy for 3-azido heterocycles via fluorocyclization of the easily available vinyl azides. This transfor-mation proceeded under mild conditions and provided a wide range of 3-azido heterocycles in good to excellent yields. Notably, the azido group plays an indispensable role to promote rapid and regioselective fluorocyclization. Moreover, the protocol was highlighted by gram-scale synthesis and further synthetic transformations.

Gold-catalyzed intermolecular oxidation of chiral homopropargyl sulfonamides: A reliable access to enantioenriched pyrrolidin-3-ones

A gold-catalyzed intermolecular oxidation of chiral homopropargyl sulfonamides has been developed, which provides a reliable access to synthetically useful chiral pyrrolidin-3-ones with excellent ee, by combining the chiral tert-butylsulfinimine chemistry and gold catalysis. This methodology has also been used in the facile synthesis of natural product (-)-irniine. The use of readily available starting materials, a broad substrate scope, a simple procedure and the mild nature of this reaction render it a viable alternative for the synthesis of enantioenriched pyrrolidin-3-ones.

Intramolecular N-H insertion of α-diazocarbonyls catalyzed by Cu(acac)2: An efficient route to derivatives of 3-oxoazetidines, 3-oxopyrrolidines and 3-oxopiperidines

Cu(acac)2 was found to be an efficient catalyst for the intramolecular N-H insertion by carbenoids. The competitive intramolecular C-H insertion by carbenoids is not a problem in the diazo decomposition reaction with Cu(acac)2 as catalyst. The reaction provided derivatives of 3-oxoazetidine, 3-oxopyrrolidine and 3-oxopiperidine in moderate to good yields.