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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 4
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Original Articles

Novel Method for Preparing Fluorination Reagent and Its Application to Synthesis of Fluoropyridazinones

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Pages 535-539 | Received 08 Feb 2009, Published online: 03 Feb 2010
 

Abstract

4-Chloro-5-fluoro-2-aryl-3(2H)-pyridazinones were obtained by the fluorination of 4,5-dichloro-2-aryl-3(2H)-pyridazinones with ethylhexamethylenetetramine fluoride in excellent yields. The ethylhexamethylenetetramine fluoride was synthesized by the reaction of hydrofluoric acid with ethylhexamethylenetetramine hydroxide prepared from ethylhexamethylenetetramine bromide and alkali.

Notes

a Reaction conditions: 5a (1 mmol), fluorination reagent (2 mmol), solvent (10 mL), 8h.

b Isolated yield.

a All products were characterized by 1H NMR, MS, and IR.

b Isolated yields.

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