25093-89-4

Upstream product

• 532-27-4 1-chloroacetophenone 
• 5188-07-8 sodium thiomethoxide 
• 93-89-0 benzoic acid ethyl ester 
• 38488-23-2 2-diazo-2-(methylsulfonyl)-1-phenylethan-1-one 
• 70-11-1 α-bromoacetophenone 
• 53066-72-1 2-bromo-2-methylsulfonyl-1-phenylethanone 
• 3708-04-1 2-methylsulfonyl-1-phenylethanone 

Downstream Products

• 3708-04-1 2-methylsulfonyl-1-phenylethanone 
• 84543-53-3 2-Ethylsulfanyl-2-methanesulfonyl-1-phenyl-ethanone 
• 2351-74-8 chloromethylsulfonylmethane 
• 93-89-0 benzoic acid ethyl ester 
• 65-85-0 benzoic acid 
• 90476-22-5 2,2-dichloro-2-methylsulfonyl-1-phenylethanone 
• 925901-27-5 2-bromo-2-chloro-2-methanesulfonyl-1-phenyl-ethanone 
• 25095-15-2 2-Chlor-2-methylsulfon-1-phenyl-ethanol-⁽¹⁾ 

Relevant academic research and scientific papers

Copper Triflate Mediated α-Monohalogenation of α-Diazo β-Ketosulfones with Ammonium Halides

Copper triflate mediated α-monohalogenation of α-diazo β-ketosulfones with ammonium halides provides the corresponding α-halo β-ketosulfones. Different metal triflates are investigated for this facile and efficient transformation. A plausible mechanism is proposed.

Chemoselective mono halogenation of β-keto-sulfones using potassium halide and hydrogen peroxide; synthesis of halomethyl sulfones and dihalomethyl sulfones

The synthesis of α-halo β-keto-sulfones using potassium halide and hydrogen peroxide as a chemoselective mono halogenation reagent and the synthesis of α,α-symmetrical and asymmetrical dihalo β-keto-sulfones and α-halo, α-alkyl and β-keto-sulfones is described. Base induced cleavage of α-halo β-keto-sulfones, α,α-dihalo β-keto-sulfones, and α-halo, α-alkyl β-keto-sulfones afforded the corresponding halomethyl sulfones, dihalomethyl sulfones and haloalkyl sulfones.

THE PREPARATION, SPECTRAL PROPERTIES, STRUCTURES, AND BASE-INDUCED CLEAVAGE REACTIONS OF SOME α-HALO-β-KETOSULFONES

The halogenation of β-ketosulfones such as α-methylsulfonylacetophenone (1) and benzenesulfonylacetone (10) can be effected with sulfuryl chloride or pyridinium bromide perbromide.Regiochemical control can be achieved by control of stoichiometry and/or the reaction conditions.Detailed 1H and 13C nmr, and mass spectra are recorded for a series of halogenated β-ketosulfones, together with structures by X-ray crystallography for 1, 2-chloro-2-methylsulfonyl-1-phenylethanone (2), chloromethyl methyl sulfone (4), and α-chloroacetophenone (21).Results from these studies are used to suggest a reason for the difficulty associated with substitution reactions of α-halosulfones.

Effect of Structural Change on Acute Toxicity and Antiinflammatory Activity in a Series of Imidazothiazoles and Thiazolobenzimidazoles

The effect of structural change on the biological activity of a series of imidazothiazoles and thiazolobenzimidazoles is described.It was found that compounds with polar substituents at the 2 or 3 position of the ring system are less acutely toxic while maintaining antiinflammatory activity.Other structural changes, such as the incorporation of a gem-dimethyl substituent in the 6 position, increase acute toxicity and eliminate antiinflammatory activity.The compound with the best activity/toxicity ratio contains an alkyl sulfonyl substituent on the thiazole ring.The thiazolobenzimidazole analogues are more potent than the imidazole analogues.