[Thiadiazolidines derivates as analytical reactants. Part XI. Synthesis and analytical properties of ATIDAREZ-beta and ATIDAREZ-gamma].
New complex-forming azodyes were synthesized: 2-amine-5-(2',4'-dihydroxy-5'-carboxyphenylazo-1')-1,3,4-thiadiazol (ATIDAREZ-beta) and 2-amine-5-(2',4'-dihydroxy-3-carboxyphenylazo-1')-1,3,4-thiadiazol (ATIDAREZ-gamma). Absorbance maximum of methanol solution occurs at lambda = 230 and 440 nm and the molar absorbance coefficient E(lambdamax) = 8000 and 25,000, respectively (ATIDAREZ-beta); lambda = 240 and 440 nm and E(lambdamax) = 10,200 and 21,600, respectively (ATIDAREZ-gamma). The determined dissociation constants--higher values for ATIDAREZ-gamma than for ATIDAREZ-beta--indicate a stronger interaction of -OH and -COOH group positioned (to ortho -COOH) side by side (of spectra IR analysis)--intra- and intermolecular hydrogen bonds (association). In reaction with metal ions the formation of chelate compounds with Fe3+, Fe2+, Co2+, Ni2+, Cu2+ was stated for ATIDAREZ-beta; Co2+, Cu2+ and Ni2+ with ATIDAREZ-gamma at the L:M molar ratio of 1:1, when M = Cu2+ (for ATIDAREZ-beta and gamma) and M = Ni2+ (for ATIDAREZ-gamma) or 2:1 for Co2+, Fe2+, Fe3+ and Ni2+ (ATIDAREZ-beta) and Co2+ (ATIDAREZ-gamma). ATIDAREZ-gamma complexes with Co2+ and Cu2+ and Ni2+ are more stable than that of ATIDAREZ-beta (except Ni2+ complex). The obtained results of determinations were compared with that of azodyes of the following series: 2-amine-1,3,4-thiadiazole (ATIDAN, ATIDAN-6S, ATIDAK, ATIDAR, ATIDAP), 1,3,4-thiadiazole (TIDAREZ-beta and gamma), benzimidazole (BIAREZ-beta and gamma).
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Zakład Chemii Leków, Akademia Medyczna, ul. Okopowa 1, 20-022 Lublin.
D055598:Chemical Phenomena; D002627:Chemistry, Physical; D003035:Cobalt; D003300:Copper; D007501:Iron; D009532:Nickel; D010659:Phenylhydrazines / Q000138:chemical synthesis*; D013830:Thiadiazoles / Q000138:chemical synthesis*
D010659:Phenylhydrazines; D013830:Thiadiazoles; D003035:Cobalt; D003300:Copper; D009532:Nickel; D007501:Iron