Preliminary Studies of 4-Phenylimidazole-2-Thione Alkylation: Kinetic or Thermodynamic Products

Abstract In this work, we designed 4-phenylimidazole-2-thione by a simple grinding method and the resulting compound reacted with alkylating agents. Seven alkyl derivatives were obtained with yields of 13-58%. Substituted compounds in positions 1 and 3 (5a-c) were obtained with yields higher than those substituted in positions 1 and 2 (4a-c) or substituted in positions 2 (4). All synthesized compounds were characterized by 1H and 13C NMR and HRMS. This work opens a perspective to study the reactivity of 4-phenylimidazole-2-thione.

Keywords imidazol-2-thione, alkylation, reactivity.

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Updated: January 20, 2024 — 7:11 am