RESUMO
P-aminoacetophenone was smoothly condensed with semicarbazide to produce the corresponding semicarbazone [1]. The latter compound was oxidized with SeO 2 to give 4-[p-aminophenyl-4-yl]-1, 2, 3- selenadiazole [II]. Compound [II] was allowed to react with aromatic aldehydes to afford the corresponding Schiff bases [III]. Cyclocondensation of mercaptoacetic acid and chloro- acetyl chloride with compound [III] to give thiazolidinones [IV] and azetidinones [V], respectively. The constitution of some of the prepared products is discussed through their microanalysis and infrared spectra. The biological activities of some of these compounds were tested
Assuntos
Química FarmacêuticaRESUMO
The chalcone [I] was condensed with acetylacetone and ethylcyanoacetate under Michael reaction conditions to give the Michael adducts [III] and [XIII]. The Michael adduct [III] condensed with hydrazine hydrate, phenyl hydrazine, hydroxyl amine hydrochloride, thiourea, urea, benzylamine and p-chlorobenzaldehyde to give indazole derivative [VIIa, b], isoxazole [VIII], quinazolinthione [IX], quinazolinone [X], Shiff base [XI] and Mannich base [XII], Michael adduct [XIII] exist in lactam lactim equilibrium. The lactam form is more predominant in basic medium. This was confirmed by reaction with beta-bromopropionic acid, acrylonitrile or phenyl isocynate to yield the N-Alkyl derivatives [XIV a-c]. Also, the reaction of [XIII] with acetic anhydride and P2S5 gave the N-acetyl [XV] and thione [XVII]
Assuntos
Química FarmacêuticaRESUMO
Arylidene-3-amino-1,2,4-tiazoles [1] were prepared by condensation of 3-amino-1,2,4-triazole with aromatic aldehydes. Cyclocondensation of chloroacetylchloride, phthalinudoacetylchloride, and mercaptoacetic acid on [1] giving the corresponding azetidin-ones [2 and 3] and 4-thiaolidinones [4], respectively, in good yield