Reaction of ethyl 2-cyano-3,3-bis(methylthio)acrylate with amidrazones; synthesis of new mercapto pyrazoles and NMR investigation

Abstract

2-Cyano-3,3-bis(methylthio)acrylate and N-arylbenzamidrazones reacted together to give mercapto pyrazole derivatives. The structure of the obtained products was proved by IR, mass, and NMR spectra and elemental analyses. Two-dimensional NMR spectroscopy was used to differentiate between other possible alternative structures. The reaction mechanism is also discussed.

GRAPHICAL ABSTRACT

Keywords:

• mercaptoacrylate
• amidrazones
• mercapto pyrazoles
• conjugate addition
• NMR

Disclosure statement

No potential conflict of interest was reported by the authors.

Funding

Purchase of the NMR spectrometer at Florida Institute of Technology was assisted by the National Science Foundation (CHE 03 42251).