Reactions of aryloxyacetylhydrazines with α,β-acetylinic ketones
Reactions of aryloxyacetyl hydrazines with 1-aryl-3-(5-nitro-2-furyl)-2-propyn-1-ones (3) yield 5-aryl-1-aryloxyacetyl-5-hydroxy-3-(5-nitro-2-furyl)-pyrazolines (4) rather than the expected pyrazoles (5).These hydroxypyrazolines have been subjected to acid-catalyzed dehydration.Dehydration using con. sulfuric acid in refluxing ethanol yields 5-aryl-3-(5-nitro-2-furyl)pyrazoles (6) while on stirring with a few drops of con. sulphuric acid in gl. acetic acid results in the formation of 5-aryl-1-aryloxyacetyl-3-(5-nitro-2-furyl)pyrazoles (5).
Holla, B Shivarama,K, Shridhara
p. 1139 - 1141
(2007/10/02)
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