Synthesis and Characterization of Novel N-Propylaniline-Phenylpiperazine Sulfonamide and Urea Derivatives

Two different amino piperazine derivatives bearing various halogen groups were synthesized in high yields and explored in further transformations. Reacting these amino piperazines with various sulfonyl chlorides yielded eight different sulfonamides. Additionally, eight different urea derivatives have been prepared by treating these amino piperazines with isocyanates. Finally, we were able to take advantage of the aryl bromide functionality present in the parent amino piperazines by subjecting them to the Suzuki coupling with phenylboronic acid. Overall, we developed a strategy to diversify the amino piperazine core and obtained a small library of potentially bioactive piperazine derivatives.

Automated summary

Two different amino piperazine derivatives with various halogen groups were synthesized and further transformed to yield eight different sulfonamides and urea derivatives. The aryl bromide functionality in the parent amino piperazines was utilized in the Suzuki coupling reaction to obtain potentially bioactive piperazine derivatives.