SULFONYL DERIVATIVES OF 2,5-DIPHENYLFURAZAN

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. © 1990, Taylor & Francis Group, LLC. All rights reserved.