52707-93-4

Basic information

• Product Name: 1,2-Benzisothiazol-3(2H)-one, 2-(4-nitrobenzoyl)-, 1,1-dioxide
• CAS NO: 52707-93-4
• Molecular Formula: C14H8N2O6S
• Molecular Weight: 332.293
• Mol File: 52707-93-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,2-Benzisothiazol-3(2H)-one, 2-(4-nitrobenzoyl)-, 1,1-dioxide(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Benzisothiazol-3(2H)-one, 2-(4-nitrobenzoyl)-, 1,1-dioxide(52707-93-4)
• EPA Substance Registry System: 1,2-Benzisothiazol-3(2H)-one, 2-(4-nitrobenzoyl)-, 1,1-dioxide(52707-93-4)

Safety Data

• Hazardous Substances Data: 52707-93-4(Hazardous Substances Data)

Upstream product

• 81-07-2 saccharin 
• 62-23-7 4-nitro-benzoic acid 
• 122-04-3 4-nitro-benzoyl chloride 
• 13947-20-1 N-(hydroxymethyl)saccharin 

Downstream Products

• 86622-84-6 (E)-n-butyl 4-nitrocinnamate 
• 1144-74-7 4-nitrobenzophenone 
• 555-16-8 4-nitrobenzaldehdye 

Relevant articles and documents

A Strategy for Accessing Aldehydes via Palladium-Catalyzed C?O/C?N Bond Cleavage in the Presence of Hydrosilanes

We report the catalytic reduction of both active esters and amides by selective C(acyl)?X (X=O, N) cleavage to access aldehyde functionality via a palladium-catalyzed strategy. Reactions are promoted by hydrosilanes as reducing reagents with good to excellent yields and with excellent chemoselectivity for C(acyl)?N and C(acyl)?O bond cleavage. Carboxylic acid C(acyl)?O bonds are activated by 2-chloro-4,6-dimethoxy-1,3,5-triazine (CDMT) to form triazine ester intermediates, which further react with hydrosilanes to yield aldehydes in one-pot two-step procedures. We demonstrate that C(acyl)?O cleavage/formylation offers higher yields and broader substrate scopes compared with C(acyl)?N cleavage under the same reaction conditions.

N-acylsaccharins: Stable electrophilic amide-based acyl transfer reagents in Pd-catalyzed Suzuki-Miyaura coupling via N-C cleavage

The development of efficient catalytic methods for N-C bond cleavage in amides remains an important synthetic challenge. The first Pd-catalyzed Suzuki-Miyaura cross-coupling of N-acylsaccharins with boronic acids by selective N-C bond activation is reported. The reaction enables preparation of a variety of functionalized diaryl and alkyl-aryl ketones with broad functional group tolerance and in good to excellent yields. Of general interest, N-acylsaccharins serve as new, highly reactive, bench-stable, economical, amide-based, electrophilic acyl transfer reagents via acyl-metal intermediates. Mechanistic studies strongly support the amide N-C(O) bond twist as the enabling feature of N-acylsaccharins in the N-C bond cleavage.