## Abstract A synthetic pathway for obtaining arylamino, alkylamino 3,4βdisubstituted 1,2,5βthiadiazole dioxide derivatives has been developed. This methodology could be applied to obtain potential biologically active molecules.
Hydrolysis of 3,4-diphenyl-1,2,5-thiadiazole-1,1-dioxide. Acid and base catalysis
β Scribed by M. V. Mirifico; E. J. Vasini; J. E. Sicre
- Publisher
- John Wiley and Sons
- Year
- 1991
- Tongue
- English
- Weight
- 272 KB
- Volume
- 23
- Category
- Article
- ISSN
- 0538-8066
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β¦ Synopsis
We have performed a product and kinetic study of the hydrolysis of 3,4-diphenyl-1,2,5-thiadiazole-1,l-dioxide in aqueous solution. Benzil and sulfamide are the only products of hydrolysis and are formed in equimolar yields.
The kinetic results indicate that a first order law is followed up to 90% conversion. The observed rate constant is independent of substrate concentration.
Ionic strength and buffer concentration do not affect the rate constant, but the reaction is acid-base catalyzed. The rate-pH profile has been determined and a mechanism that fits the experimental data satisfactorily is proposed. Corresponding rate constants and equilibrium constants for the protonation of the substrate are reported.
π SIMILAR VOLUMES
Acyl chlorides are split into acyl and chlorine radicals by light of wavelength 254 my. Since the dissociation energy of the chlorine-hydrogen bond is considerably larger than that of the acyl-hydrogen bond, substitution of the substrate by acyl radicals is observed on irradiation of acid chlorides.
The hydrolysis reactions of 4-amino-2-phenethyl-and 4-amino-2-cyclohexyl-2,3-dihydro-3-oxo-1,2,5thiadiazole 1,1-dioxide (Ia and Ib) were investigated in the range 24-73 Β°C in buffered aqueous solutions. The observed rate constants (k obs ) are independent of pH in the range ca 1-4 pH, but increase w