71100-56-6

Usage

InChI:InChI=1/C10H9N3O4S/c1-8-2-4-9(5-3-8)18(16,17)12-6-10(11-7-12)13(14)15/h2-7H,1H3

Upstream product

• 126401-72-7 tetrabutylammonium 4⁽⁵⁾-nitroimidazole 
• 3034-38-6 1H-4⁽⁵⁾-nitroimidazole 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 41384-83-2 1-phenyl-4-nitro-1H-imidazole 
• 70-55-3 toluene-4-sulfonamide 

Relevant academic research and scientific papers

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.

Reactions of 1-Arenesulfonyl-4-nitroimidazoles with Aniline in Aqueous Methanol Solution

Several 1-arenesulfonyl-4-nitroimidazoles were obtained and reacted with aniline in methanol-water medium at 65-70 deg C to yield mixtures of 1-arenesulfonylamide, 1-arenesulfonylanilide, 4-nitro-1-phenylimidazole and 4(5)-nitroimidazole in varied proportions depending on the arenesulfonyl group. - Key words: 1-arenesulfonyl-4-nitroimidazoles, nucleophilic substitution, imidazole ring transformation

NITROIMIDAZOLES. PART XVI. NOVEL REACTION OF 1-(p-TOLUENESULFONYL)-4-NITROIMIDAZOLE WITH ANILINE

1-(p-Toluenesulfonyl)-4-nitroimidazole, a known condensing agent in the triester method of nucleotide synthesis, has been shown to react with aniline to give 1-phenyl-4-nitroimidazole and p-toluenesulfonamide in yields of over 40percent.The reaction is believed by the ANRORC mechanism.