“NOVEL SYNTHESIS AND CYCLIZATION REACTIONS OF 3-AMINO-2-MERCAPTOPYRROLE DERIVATIVES”

Abstract

Interaction of cyanothioformamides with chalcones gave 3-amino-2-mercaptopyrroles, which have the tautomeric structures (3-aminopyrroline-2-thiones and 3-iminopyrrolidine-2-thiones). The latter was reacted with chloroacetic acid, ethyl chloroacetate, chloroacetamide and 2,3-dichloro-l,4-naphthoquinone to give the corresponding pyrrolothiazines derivatives. On using phenylisocyanate or p-chlorobenzoyl chloride, the corresponding pyrrolothiazole derivatives could be isolated. Replacement of chalcones by maleimides furnished pyrrolopyrrolinediones.

Key Words:

• cyanothioformamides
• 3-Amino-2-mercaptopyrroles
• pyrrolothiazines
• pyrrolothiazoles
• pyrrolopyrrolinediones