SULFONYL DERIVATIVES OF 2,5-DIPHENYLFURAZAN

Abstract

2.5-Diphenylfurazan (2) was converted into the monosulfonyl chlorides (3a, 3b) on treatment with chlorosulfonic acid (˜7 moles). These products were identified by reaction with secondary amines when both 3′- and 4′-sulfonyl derivatives were isolated. Under more forcing conditions, using a much larger excess of the reagent (˜25 moles). bis-substitution was achieved. Although TLC indicated the formation of two products, after reaction with secondary amines only 3′3″-disulfonyl derivatives could be isolated. These results are discussed in electronic terms.

Key Words:

• Key words:
• 2,5-Diphenylfurazan
• chlorosulfonation
• sulfonamides
• bis(sulfonamides)