Thiolates triazole

Amino-l-nitro-l,2,4-triazole (581), obtained by nitration of 5-amino-triazole with acetyl nitrate, rearranges, on heating, to the nitramino-triazole (582). ° The combined action of sodium hydroxide, potassium iodide, tri-ethylamine, and sodium dihydrogen phosphite on the chloro-nitro-triazole (583) results in a mixture of the rearranged triazole (584), 3-chloro-l,2,4-triazole, and the coupled product (585). The stable betaine (586) has been prepared by treatment of 4-phenyl-1,2,4-triazole with phenacyl bromide, followed by tri-ethylamine. The meso-ionic triazolium thiolate (537 X = S) reacts with chlorine to form the dichloride (587 X = SCU), which has been converted into the betaine (588) by the action of diethyl bromomalonate in the presence of triethylamine. ... 

Fuiidamental studies on the aromatic properties of the azoles was r orted during period. In a study of the role of zwitterions in the tautomerism of hydroxy anr mercaptoheterocycles, the introduced aromaticity index (1 ) for the l,z,3-triazoK thiolates (5, 5 ) was 99.8 and 99, respectively. These values are higher than the predictei value of 90 which indicates considerably more aromaticity than expected for this syster (94H(37)249]. The substituent effects of the trifluorometnyl group on the structure anc basicity of the 1,2,4-triazole nucleus was determined from studies with the mono- an<... 

Cl3H10N4S, 1,3-Diphenyltetrazolium-5-thiolate, 45B, 200 Cl3H11N3O2, N-(2-Imidazol-4-ylethyl)phthalimide, 43B, 275 Cl3H12CI2N6O2, 4-Acetoamido-3-(l-acetyl-2-(2,6-dichlorobenzylidene)-hydrazino)- ,2,4-triazole, 42B, 44 Cl3H12N2O4, 1-(2 -Carboxyphenyl)-2-acetyl-5-methyl-3-pyrazolone,... 

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