Synthesis of Thiazole Containing Isoquinoline Derivatives

5th Organic Chemistry Congress(OrgChem Tr-5), Malatya, Türkiye, 14 - 17 Ekim 2021, ss.53

Thiazole ring is the common name for heterocyclic compounds with a quintuple ring structure containing one nitrogen and

one sulfur atom. Many heterocyclic compounds bearing thiazole ring in their structure have a good spectrum of biological

activities. They show antimicrobial, antihistamine, antiparasitic, anthelmintic, antipyretic and antiviral pharmacological

effects. Also, it is known that the thiazole ring forms the structural component of natural compounds such as vitamin B1,

penicillin and carboxylase. In this study; Phenylthiazol-2(3h)-ylidene-isoquinolin-5-amine derivatives were easily prepared

from 5-aminoisoquinoline, thioisocyanate and phenacyl bromide derivatives in the presence of triethylamine in tetrahydrofuran

and dimethyl formamide in two steps. In the first step, thiourea was synthesized in THF, reflux, 24 h and then in the second

step the formation of thiazole ring was ensured in EtOH-DMF (5:5 v/v), reflux at 80OC for 24 hours. The eighteen newly

synthesized compounds were characterized using 1H NMR and 13C NMR. The spectroscopic results showed that all

synthesized compounds were compatible with the targeted thiazole-containing isoquinoline structures. In all compounds, It

was observed that the proton of the thiazole ring was around 6.50 ppm in the 1H NMR spectrum.