2,4,6-Trichloro-1,3,5-triazine (TCT) mediated one pot direct synthesis of N-benzoylthioureas from carboxylic acids

Abstract

An efficient 2,4,6-trichloro-1,3,5-triazine (TCT) mediated synthesis of N-benzoylthiourea derivatives from carboxylic acid has been described. The reaction of TCT (1), triethyl amine in dichloromethane gives tris-quaternary ammonium salt (A), reacted with carboxylic acid to form activated ester as an intermediate (B). Aroylthiocyanate was formed by the reaction of activated ester ‘B’ and ammonium isothiocyanate followed by aliphatic or aromatic amines affording structurally diverse N-benzoylthiourea derivatives 3. The synthesized compounds were characterized by IR, 1H NMR and mass spectral data.

Keywords

• Trichloro-triazine (TCT)
• Carboxylic acid
• Amines
• N-Benzoylthiourea
• Aroylthiocyanate
• One-pot method