REACTION OF BENZOYLACETONE WITH CHLOROSULFONIC ACID

Abstract

The work described in this paper forms part of our general research program concerned with the synthesis and biological properties of sulfonyl derivatives.^1–3 Previous work has demonstrated that benzalacetone with excess chlorosulfonic acid did not afford the expected 4, ω-disulfonyl chloride, but resulted in the formation of styrene-4, β-disulfonyl chloride.^4.5 In view of these interesting results, we decided to examine the reaction of benzoylacetone 1 with chlorosulfonic acid. The reaction of benzoylacetone 1 with a large excess of chlorosulfonic acid produced a gum wich was treated with aqueous dimethylamine (Scheme 1). The resulting product 2 was identified by micro analytical and spectral data.

Key Words:

• Benzoylacetone
• chlorosulfonic acid