A Comparative Study on Some Diaryl Azines Amino Acid Derivatives

Abstract

Benzaldehydeazines, p-anisaldehydeazines, and thiophene-2-carboxaldehyde azines react with excess chlorosulfonic acid to give corresponding disulfonyl chlorides 1 , 13 , and 24 . These were condensed with nucleophiles to give disulfonyl amino acid derivatives, 2–4 , 14–16 , and 25–27 . Some of the corresponding methyl esters were prepared: 5–6 , 17–18 , and 28–29 . Hydrazinolysis of these methyl esters yielded hydrazides 7–8 , 19–20 , and 30–31 . Coupling reactions of some amino acid derivatives, in THF-Et 3 N medium using the dicyclohexylcarbodiimide method DCC , furnished dipeptide methyl esters 9–12 , 21–23 , and 32–34 . Attemped chlorosulfonation of furan-2-carboxaldehyde azine were unsuccessful. Some spectra data are briefly discussed.