Synthesis of Some Heterocyclic Compounds Containing Tetrahydroisoquinoline Moiety

Abstract

ABSTRACT This research involves synthesis of some five membered heterocyclic compounds using 1,2,3,4-tetrahydroisoquinoline as a synthone. The initial step in this research involves the reaction of 1,2,3,4-tetrahydroisoquinoline with ethyl chloroacetate to form ethyl α-(1,2,3,4-tetrahydroisoquinolin-2-yl) acetate (1), which was converted to the hydrazide (2). This hydrazide was used to prepare some heterocyclic compounds, such as substituted oxadiazoles (7-10, 23) and thiadiazoles (11-14) via preparation of intermediate compounds such as diacylhydrazines (3-6), hydrazones (15-18) and substituted oxadiazoline compounds (19-22) and (24-27). The synthesized compounds were identified on the basis of some physical and IR spectral data.

Keywords

• tetrahydroisoquinoline
• oxadiazole
• thiadiazole
• hydrazide
• diacylhydrazine
• heterocyclic compounds