349099-16-7Relevant academic research and scientific papers
Synthesis of 5-aryl-2-furaldehyde arylsulfonylhydrazones and their transformations in the Bamford-Stevens reaction
Dzikovskaya,Ganushchak
, p. 1346 - 1352 (2007/10/03)
Reactions of arenesulfonohydrazides with 5-aryl-2-furaldehydes in anhydrous ethanol or dioxane afforded a series of the corresponding arylsulfonylhydrazones which reacted with alcoholic sodium alkoxides with liberation of nitrogen and formation of 2-alkoxymethyl-5-arylfurans. Thermolysis of 5-aryl-2-furaldehyde tosylhydrazones in aqueous sodium hydroxide, diethylamine, or morpholine is accompanied by evolution of ～50% of the theoretical amount of nitrogen. The major thermolysis products (yield 70-82%) are 5-aryl-2-furaldehyde N-(5-aryl-2-furylmethyl)tosylhydrazones; also, small amounts (2-3%) of 5-arylfurfuryl alcohols and bis(5-arylfurfuryl) ethers are formed.
