60012-15-9Relevant academic research and scientific papers
Tautomerism and reactions of 1H-1,2,4-triazole-5-thiones with hydrazonoyl halides
Mosselhi, Mosselhi A. N.,Abdallah, Magda A.,Riyadh, Sayed M.,Harhash, Abdelhamid E.,Shawali, Ahmad S.
, p. 160 - 164 (1998)
The acid dissociation constants (Ka) of a series of 3,4-diaryl-1H-1,2,4-triazole-5-thiones (1) were determined and were found to correlated linearly with Hammett substituent constants; log Ka = 1.06 σx - 11.01. Such a result indicates that 1 exists essentially in one tautomeric form namely the thione form. Reactions of 1 with hydrazonoyl chlorides 2 gave the thiohydrazides 5. Similar reaction of 3-phenyl-1H(4H)-1,2,4-triazole-5-thione 1g with 2a gave the thiohydrazide 5h which was converted into 1,3,5-triphenyl-1,2,4-triazolo[3,4-c]-1,2,4-triazole (9). The latter was also prepared from 3-phenyl-5-methylthio-4H-1,2,4-triazole (6) and 2a. The mechanism of the reaction of 1 with 2 is discussed. Johann Ambrosius Barth 1998.
New regioselective synthesis and biological activity of substituted 1H-[1,2,4]triazolo[3,4-c][1,2,4]triazoles
Shawali,Abdallah,Abbas,Eid
, p. 351 - 357 (2007/10/03)
Two regioselective synthetic approaches for the title compounds 7 via reaction of hydrazonoyl halides 1 with 3-methylthio-5-phenyl-1,2,4-triazole 3 and base-catalyzed cyclization of N-phenyl-N-(5-phenyl-s-triazol-3-yl) thiohydrazides 6 are described. The mechanisms of the reactions studied and the biological activity of the isolated products 6 and 7 are pointed out.
New regioselective synthesis and biological activity of substituted 1h-[1,2,4]triazolo[3,4-c][1,2,4]triazoles
Shawali,Abdallah,Abbas,Eid
, p. 351 - 357 (2015/02/18)
Two regioselective synthetic approaches for the title compounds 7 via reaction of hydrazonoyl halides 1 with 3-methylthio-5-phenyl-1,2,4-triazole 3 and base-catalyzed cyclization of N-phenyl-N-(5-phenyl-striazol- 3-yl)thiohydrazides 6 are described. The mechanisms of the reactions studied and the biological activity of the isolated products 6 and 7 are pointed out.
