10019-95-1

Basic information

• Product Name: N-TOSYLPYRROLIDONE
• Synonyms: N-TOSYLPYRROLIDONE;1-[(4-METHYLPHENYL)SULFONYL]-2-PYRROLIDONE;1-(p-Tolylsulfonyl)-2-pyrrolidone;1-Tosylpyrrolidine-2-one
• CAS NO: 10019-95-1
• Molecular Formula: C₁₁H₁₃NO₃S
• Molecular Weight: 239.29
• Mol File: 10019-95-1.mol
• Article Data: 24

Chemical Properties

• Boiling Point: 382.8°Cat760mmHg
• Flash Point: 185.3°C
• Appearance: /
• Density: 1.2835 (rough estimate)
• Vapor Pressure: 4.59E-06mmHg at 25°C
• Refractive Index: 1.4790 (estimate)
• CAS DataBase Reference: N-TOSYLPYRROLIDONE(CAS DataBase Reference)
• NIST Chemistry Reference: N-TOSYLPYRROLIDONE(10019-95-1)
• EPA Substance Registry System: N-TOSYLPYRROLIDONE(10019-95-1)

Safety Data

• Safety Statements: 24/25
• Hazardous Substances Data: 10019-95-1(Hazardous Substances Data)

Usage

Chemical Properties

off-white to light yellow crystalline powder

InChI:InChI=1/C11H13NO3S/c1-9-4-6-10(7-5-9)16(14,15)12-8-2-3-11(12)13/h4-7H,2-3,8H2,1H3

Upstream product

• 616-45-5 2-pyrrolidinon 
• 98-59-9 p-toluenesulfonyl chloride 
• 178946-64-0 3-bromo-1-tosylpyrrolidin-2-one 
• 1907-65-9 N-butyl-4-toluenesulfonamide 
• 161040-05-7 N-(but-3-yn-1-yl)-4-methylbenzenesulfonamide 
• 78521-69-4 N-(3-hydroxybutyl)-4-methylbenzenesulfonamide 
• 14468-90-7 N-trimethylsilyl-pyrrolidin-2-one 
• 1213-42-9 4-(tosylamino)butanoic acid 
• 541-41-3 chloroformic acid ethyl ester 
• 61341-03-5 N-(toluene-4-sulfonyl)-β-alanyl chloride 
• 42908-33-8 3-{[(4-methylphenyl)sulfonyl]amino}propanoic acid 
• 653-37-2 perfluorobenzaldehyde 
• 13379-99-2 N-(3-chloropropyl)-4-methylbenzenesulfonamide 
• 3245-95-2 N-(3-bromo-propyl)-4-methyl-benzenesulfonamide 

Downstream Products

• 17330-25-5 methyl 1-p-tosylazetidine-2-carboxylate 
• 178946-64-0 3-bromo-1-tosylpyrrolidin-2-one 

Relevant articles and documents

Rh(I)-catalyzed CO gas-free carbonylative cyclization of organic halides with tethered nucleophiles using aldehydes as a substitute for carbon monoxide

The CO gas-free carbonylative cyclization of organic halides, with tethered nitrogen, oxygen, and carbon nucleophiles, with aldehydes as a substitute for carbon monoxide can be achieved in the presence of a catalytic amount of a rhodium complex. The reaction involves the decarbonylation of the aldehyde by the rhodium catalyst, and the successive carbonylation of an organic halide utilizing the rhodium carbonyl that is formed in situ. Aldehydes having electron-withdrawing groups showed a higher ability to donate the carbonyl moiety.

One-Pot Double-Annulation Strategy for the Synthesis of Unusual Fused Bis-Heterocycles

A novel metal-free double-annulation cascade for the construction of unusual fused heterocyclic systems is described. This simple protocol enables the sequential assembly of two rings in one pot from two simple precursors. Acidic conditions promote the condensation and the intramolecular alkynyl Prins reaction of an enyne or arenyne alcohol with a cyclic hemiaminal to form a five-, six-, or seven-membered oxacycle followed by a seven-or eight-membered azacycle. In this transformation, chemical complexity is rapidly generated with the formation of three new bonds (one C-O, one C-C, and one C-N) in one synthetic operation. The strategy is modular and relatively general, providing access to a series of unique fused bicyclic scaffolds.

Ruthenium-Pincer-Catalyzed Hydrogenation of Lactams to Amino Alcohols

By using the commercially available ruthenium pincer complex (Ru-MACHO-BH) as a catalyst, the challenging direct hydrogenation of lactams and analogues has been successfully accomplished to deliver corresponding value-added amino alcohols in good-to-excellent yields under mild reaction conditions. Remarkably, in addition to N-protected lactams, unprotected ones could also be readily reduced in the presence of a catalytic amount of weak base or even under neutral reaction conditions, which further highlights the broad substrate scope and the protocol efficiency.