81189-49-3

Basic information

• Product Name: 1-p-tolyl-3-(triphenyl-λ⁵-phosphanylidene)-pyrrolidine-2,5-dione
• Synonyms: 1-p-tolyl-3-(triphenyl-λ⁵-phosphanylidene)-pyrrolidine-2,5-dione
• CAS NO: 81189-49-3
• Molecular Weight: 449.489
• Mol File: 81189-49-3.mol

Chemical Properties

• CAS DataBase Reference: 1-p-tolyl-3-(triphenyl-λ⁵-phosphanylidene)-pyrrolidine-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-p-tolyl-3-(triphenyl-λ⁵-phosphanylidene)-pyrrolidine-2,5-dione(81189-49-3)
• EPA Substance Registry System: 1-p-tolyl-3-(triphenyl-λ⁵-phosphanylidene)-pyrrolidine-2,5-dione(81189-49-3)

Safety Data

• Hazardous Substances Data: 81189-49-3(Hazardous Substances Data)

Upstream product

• 1631-28-3 N-p-tolylphenylmaleimide 
• 603-35-0 triphenylphosphine 
• 106-49-0 p-toluidine 
• 24870-11-9 4-methylmaleanilic acid 

Downstream Products

• 3120-12-5 3-methyl-1-(p-tolyl)-1H-pyrrole-2,5-dione 
• 558480-29-8 (E)-3-decylidene-1-p-tolyl-pyrrolidine-2,5-dione 
• 190728-72-4 3-Methyl-1-p-tolyl-4-(triphenyl-λ⁵-phosphanylidene)-pyrrolidine-2,5-dione 
• 89068-54-2 3,4-dimethyl-1-p-tolyl-pyrrole-2,5-dione 
• 558480-28-7 (E)-3-hexylidene-1-p-tolyl-pyrrolidine-2,5-dione 
• 558480-27-6 3-butylidene-1-(4-tolyl)pyrrolidine-2,5-dione 

Relevant articles and documents

(E)-3-Arylidene-4-diazopyrrolidine-2,5-diones: Preparation and Use in Rh II-Catalyzed X-H Insertion Reactions towards Novel, Medicinally Important Michael Acceptors

The use of readily available 1-aryl-3-arylidenepyrrolidine-2,5-diones in high yielding direct diazo-transfer reactions and subsequent involvement of the resulting diazo compounds in Rh II-catalyzed O-H, S-H, and N-H insertion reactions delivered 4-substituted 1-aryl-3-arylidenepyrrolidine-2,5-diones of defined regiochemistry and geometrical configuration. These products are intended to be studied as Michael acceptors capable of inhibiting thioredoxin reductase, a promising cancer target.

One-pot regioselective synthesis of novel 1-N-methyl-spiro[2,3']oxindole-spiro[3,3"]-1"-N-arylpyrrolidine-2",5"-dione-4-arylpyrrolidines through multicomponent 1,3-dipolar cycloaddition reaction of azomethine ylide

An atom economic and facile synthesis of novel dispiro-oxindole-pyrrolidines has been achieved via a three-component tandem cycloaddition of azomethine ylide generated in situ from isatin and sarcosine by decarboxylative condensation with N-aryl-3-benzylidene-pyrrolidine-2,5-dione derivatives as dipolarophiles. The salient features of synthetic procedure are characterized by the mild reaction conditions, high yields, high regioselectivity and stereoselectivity, one-pot procedure, and operational simplicity. This regioselectivity was assumed to be under the influence of π-π stacking interactions between the aromatic rings of azomethine ylide and N-aryl-3-benzylidene-pyrrolidine-2,5-diones that further control the exo-endo selectivity of the reaction 1,3-dipolar cycloaddition. The regiochemistry and structures of the cycloadducts were determined with spectroscopic data.

An easy access to (E)-alkylidenesuccinic acids

A two-step simple, efficient and general approach to (E)-alkylidenesuccinic acids 1a-e has been demonstrated in 82-88% overall yields via condensation of Wittig adduct of maleimide 2 and triphenylphosphine with aliphatic aldehydes followed by acid-catalyz

An efficient synthesis of dimethylmaleic anhydride

A facile three-step synthesis of dimethylmaleic anhydride (8) with 74% overall yield has been described starting from maleimide 1, via methylmaleimide 4, using two Wittig reactions followed by an alkaline hydrolysis.