Microwave-Assisted Synthesis of Pyrazinamide Derivatives: The Coupling Reaction of 3-Chloropyrazine-2-Carboxamide and Ring-Substituted Anilines
A new approach for aminodehalogenation reaction between 3-chloropyrazine-2-carboxamide and ringsubstituted
anilines is described. A series of 16 compounds (15 of them novel) derived from pyrazinamide have been synthesized
successfully using the advantage of microwave-assisted reaction. The conditions for this aminodehalogenation
reaction have been put to investigation to optimize the conversion, yield and time. The final methodology reduces the
time needed for reaction from 24 hours using conventional heating to 30 minutes under microwave irradiation and increases
the yield. The synthetic procedure together with analytical data of all compounds is presented. Lipophilicity properties
were calculated and experimentally determined.
Keywords: Aminodehalogenation, aniline, carboxamide, heterocycles, microwave synthesis, pyrazinamide, tuberculosis.
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