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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 13
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Original Articles

One-Pot Conversion of Aldehyde Sodium Bisulfites into Nitriles

, , &
Pages 1934-1940 | Received 11 Sep 2009, Published online: 26 Mar 2012
 

Abstract

Direct conversion of aldehyde sodium bisulfites to the corresponding nitriles can be easily performed by the reaction of an aldehyde sodium bisulfites with a slight execss of hydroxylamine hydrochloride in refluxing toluene and in the presence of 1.0 equivalents of pyridine as catalyst.

GRAPHICAL ABSTRACT

Notes

a The products were characterized by comparison of their mp or bp, TLC, IR, and 1H NMR data with those of authentic samples.

b Yields of pure compounds after distillation or recrystallization.

a Reaction conditions: phenylacetaldehyde sodium bisulfite (10 mmol), hydroxylamine hydrochloride (11 mmol), 12 h.

b Isolated yield.

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