Synthesis of Some New Thiazolidin-5-One Derivatives of Pharmaceutical Interest

Abstract

Condensation of thiazolidin-5-one derivative 1 with different aromatic aldehydes gave the corresponding arylidenes 2a-e. Compound 2e was reacted with urea and thiourea to give the corresponding thiazolo [5,4-d]pyrimidine derivatives 3a,b, respectively. Treatment of compound 1 with phenyl isothiocyanate in basic DMF gave the nonisolable potassium salt of the adduct 4, which underwent heterocyclization upon treatment with chloroacetyl chloride and phenacyl bromide to give the corresponding [2,4 ] bisthiazolidinylidenes 5 and 8. Moreover, the reactions of compound 1 with a variety of reagents, e.g., ninhydrin and isatin, were investigated. The structures of these compounds were established by analytical and spectral data.

New Thiazolidinones, Thiazolines and Thiopyrimidines from 3,5-Diphenylcyclohex-2-enone

“…The diversity of biological and physiological activities of organic sulfur heterocycles may be attributed to the presence of the NCS fragment, which is characteristicof thiazoles, thiazolines, and thiazolidines [27]. In view of the above findings and as an extension of our studies [28][29][30][31][32][33][34] aiming to the synthesis of different thiazoles, thiazolodinones and thiazolines, of expected pharmaceutical interest, we report here the reactivity of potassium N' -3,5diphenylcyclohex-2-enylidene-N-phenylcarbamoyl hydrazonothionate 4 toward different α-halogenated compounds.…”

Synthesis of 1,3‐Selenazol‐2(3H)‐imines

“…Whereas the analogous synthesis of 1,3-thiazol-2(3H)-imines 9 via the reaction of thioureas 7 with phenacyl bromides 8, i.e. the Hantzsch condensation reaction [15], is well known [16][17][18][19][20][21] (Scheme 1), no synthesis of the corresponding 1,3-selenazol-2(3H)-imines has been reported so far.…”