Reactivity of Cyanogen towardsN-Substituted Sulfamides: Synthesis of 1,2,5-Thiadiazole 1,1-Dioxide Derivatives
✍ Scribed by Alkorta, Ibon ;Arán, Vicente J. ;Dávila, Elena ;Ruiz, José R. ;Stud, Manfred
- Publisher
- John Wiley and Sons
- Year
- 1989
- Tongue
- English
- Weight
- 306 KB
- Volume
- 1989
- Category
- Article
- ISSN
- 0947-3440
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✦ Synopsis
Aminoimino tautomerism 4-Amino-3-oxo-1,2,5-thiadiazole 1,l-dioxides 2 have been proposed as interesting "urea equivalent" fragments in the development of new histamine Hz-receptor antagonists". These compounds were previously prepared by a tedious multi-step procedure involving ring contraction of 4-(hydroxyimino)-3,5-dioxo-1,2,6-thiadiazine
📜 SIMILAR VOLUMES
Single-crystal x-ray diffraction studies are reported for 3,4-dimethyl (I), 3-methyl-4-phenyl (II) and 3,4-diphenyl (III) derivatives of 1,2,5-thiadiazole 1,1-dioxide. Ab initio MO calculations on the electronic structure, conformation and reactivity of I, II and III are also reported and compared w
## Abstract A synthetic pathway for obtaining arylamino, alkylamino 3,4‐disubstituted 1,2,5‐thiadiazole dioxide derivatives has been developed. This methodology could be applied to obtain potential biologically active molecules.
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 °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
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