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Keywords:

  • Heterocycles;
  • Fused-ring ­systems;
  • Amination;
  • Thioureas;
  • Guan­idines

Abstract

Starting from anthranilates, the one-pot successive addition of ethoxycarbonylisothiocyanate, alkyl- or arylamines, and the coupling reagent EDCI led to the clean, room-temperature formation of carbamate-protected 2-amino-3-alkyl(3-aryl)quinazolin-4(3H)-ones in up to 93 % yield. This method provides a practical alternative to previously reported procedures for the synthesis of 2-amino-3-substituted quinazolin-4(3H)-ones.