Synthesis and process optimization of symmetric and unsymmetric barbiturates C5-coupled with 2,1-benzisoxazoles

Amide-Assisted Rearrangement of Hydroxyarylformimidoyl Chloride to Diarylurea

“…Given the medicinal and biological properties of N, N -disubstituted urea, syntheticorganic chemists and medicinal chemists have shown considerable interest in the development of efficient methodologies for the synthesis of this structure. The traditional methods of synthesizing urea involve the condensation reaction between an amine and active carbonyl compounds, such as isocyanate [19][20][21][22], chloroformate [23], and carbonyl di-imidazole [24,25] (Scheme 1a). Also, the Curtius rearrangement provides an effective method for preparing urea from an arylformyl chloride substrate (Scheme 1b) [26][27][28].…”