27722-45-8

Usage

InChI:InChI=1/C15H11NO4S/c1-10-6-8-11(9-7-10)21(19,20)16-14(17)12-4-2-3-5-13(12)15(16)18/h2-9H,1H3

Upstream product

• 85-44-9 phthalic anhydride 
• 70-55-3 toluene-4-sulfonamide 
• 3481-09-2 N-chlorophthalimide 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 136918-14-4 phthalimide 
• 98-59-9 p-toluenesulfonyl chloride 
• 941-55-9 4-toluenesulfonyl azide 
• 1074-82-4 potassium phtalimide 
• 88-95-9 Phthaloyl dichloride 
• 106474-26-4 N-(toluene-4-sulfinyloxy)-phthalimide 

Downstream Products

• 520-03-6 N-phenylphthalimide 
• 136918-14-4 phthalimide 
• 104-15-4 toluene-4-sulfonic acid 

Relevant academic research and scientific papers

Dissociation of aryl sulfonyl phthalimide radical anions: Relevance to the biological activity of aryl sulfonyl amides

The reduction of two aryl sulfonyl phthalimides leads to the corresponding radical anions. Surprisingly, that of the nitro-derivative decomposes faster than that of the methyl derivative. A theoretical investigation along with application of the dissociat

Efficient N-acylation of sulfonamides using cesium salt of Wells–Dawson heteropolyacid as catalyst: Synthesis of new N-acyl sulfonamides and cyclic imides

N-acylation of substituted sulfonamides with different anhydrides in the presence of Cesium salt of Wells–Dawson heteropolyacid (Cs5HP2W18O62) as an efficient and reusable catalyst was investigated for the first time. ?Cs5HP2W18O62 was used with a catalytic amount in water as a green solvent. At room temperature, a series of N-acylsulfonamides were synthesized, while under refluxing conditions, new cyclic imides containing sulfonyl group were obtained. Atom-economy, high yields, easy work-up, as well as simple catalyst recovery and reusability are the key features of this procedure.

Highly efficient preparation of amides from aminium carboxylates using N-(p-toluenesulfonyl) imidazole

Treatment of aminium carboxylates with N-(p-toluenesulfonyl)imidazole in the presence of triethylamine in DMF at 100 °C afforded the corresponding amides in good to excellent yields. N-(p-Toluenesulfonyl)imidazole proved to be a highly efficient coupling reagent for the preparation of numerous structurally diverse primary, secondary and tertiary amides.

An environmentally benign solvent/catalyst-free one-pot synthesis of N-substituted phthalimides via Aza-wittig reaction

For the first time an environmentally benign solvent/catalyst-free protocol for the synthesis of a variety of N-substituted phthalimides is submitted. It involves a one-pot coupling of nascent phosphazene generated in situ with phthalic anhydride. The protocol is novel in (1) avoiding toxic solvents, (2) no catalyst is employed and (3) no isophthalimide is formed as noted in the prevailing solution phase/catalysed methodology. Iranian Chemical Society 2012.

A kinetic study of acid-catalyzed hydrolysis of some arylsulfonyl phthalimides

The acid-catalyzed hydrolysis of arylsulfonyl phthalimides was studied in aqueous solutions of sulfuric, perchloric, and hydrochloric acid at 35.0 ± 0.1C. Analysis of the data by the excess acidity method and activation parameters, as well as substituent and solvent isotope effects, indicate hydrolysis by an A-2 mechanism at low acidity. At higher acidities, a changeover to an A-1 mechanism is observed.

SYNTHESIS OF NEW FLAME RETARDABLE SULPHONIMIDES IN PHASE TRANSFER CATALYSIS CONDITIONS

New N-arylsulphonylphthalimides were synthesized by interaction between potassium salts of phthalimide or 4-nitrophthalimide and various arylsulphonylchlorides in phase transfer catalysis conditions.These new compounds proved to be very good flame retarda

A Facile One-pot Synthesis of N-Substituted Phthalimides Using a Catalytic Amount of Crown Ether

N-Substituted phthalimides, intermediates of the Gabriel synthesis, were obtained in high yields (84-100percent) by the addition of a catalytic amount of 18-crown-6 to the reaction of potassium phthalimide and alkyl halides in toluene.