16691-43-3Relevant articles and documents
Reaction of Metallo S-Alkyl N-Cyanodithioiminocarbonates and Alkyl N-Cyanocarbamates with Hydrazine. A Novel Preparation of 5-Amino-3-mercapto-1,2,4-triazole
Marble, Lyndon K.,Puckett, Wallace E.,Summers, William Russell
, p. 827 - 833 (1998)
Metal salts of S-alkyl-N-cyanodithioiminocarbonates 7 react as electrophiles with hydrazine hydrate to form 5-amino-3-mercapto-1H-1,2,4-triazole 1. The novel 4-cyanothiosemicarbazide 9 is proposed as the intermediate which cyclizes to the aromatic triazole. The rate determining step is addition of hydrazine to the iminocarbonate and is second order. Other nucleophiles such as substituted hydrazines and amines failed to react. Exchange of either or both sulfurs with oxygen leads to decomposition or mixtures of products.
Synthesis, structures, catalytic, and anticancer activities of some coordination compounds involving two new triazole derivatives
Xiao, Dan,Yu, Ying-Hui,Wang, Zi-Shi,Yu, Chun-Hui,Hou, Guang-Feng,Chen, Yan-Mei,Gong, Xian-Feng,Ma, Dong-Sheng,Gao, Jin-Sheng
, p. 2225 - 2239 (2015/07/15)
Five N-heterocyclic carboxylate-based coordination complexes, [Co(L1)2(H2O)2]·2H2O (1), [Cd(L1)2(H2O)2]·2H2O (2), [Co(L2)(H2O)3] (3), [Ni(L2)(H2O)3] (4), and [Cu2(L2)2(H2O)2] (5), have been synthesized and characterized by elemental analysis, IR spectroscopy, Powder X-ray diffraction, thermogravimetric analyses, and single-crystal X-ray crystallography, where HL1 is 2-((5-amino-1H-1,2,4-triazol-3-yl)thio)acetic acid and H2L2 is 2-((5-amino-1-(carboxymethyl)-1H-1,2,4-triazol-3-yl)thio)acetic acid. In these complexes, the hydrogen bonds (H-bonds) play an important role in their packing structures. Complex 1 has nine H-bonds showing a 3-D sqc38 topology. Complex 2 has 17 H-bonds exhibiting a 3-D hxl network. Complexes 3 and 4 are isomorphic, both of which possess ten H-bonds to present a 3-D btc topology. Complex 5 with eight H-bonds forms a 2-D sq1 structure. In addition, complex 3 catalyzes the decolorization of methyl orange. Meanwhile, 1, 3, and 5 show certain anticancer activities to inhibit the growth of HepG2 cells.
Synthesis and antifungal evaluation of 1,2,4-triazolo[1,5-α] pyrimidine bearing 1,2,4-triazole heterocycle derivatives
Chen,Xiang,Fu,Zeng,Zhu
scheme or table, p. 602 - 608 (2012/01/02)
In order to search novel fungicides with higher activity, 28 new 1,2,4-triazolo[1,5-α]pyrimidine derivatives bearing 1,2,4-triazole heterocycle were synthesized. Their structures were characterized by 1H NMR spectroscopy, mass spectrometry and elemental analyses. With triadimefon, validamycin and carbendazim as positive controls, the antifungal activities of 28 compounds against Fusarium oxysporum f. sp. vasinfectum, Gibberella sanbinetti, Cercospora beticola Sacc., Physaclospora piricola and Rhizoctonia solani were evaluated. Compound 2-[(5-(2,6- difluorobenzylthio)-4- phenyl-4H-1,2,4-triazol-3-yl)methylthio]-5,7-dimethyl[1,2,4]triazolo[1, 5-α]pyrimidine (19) showed potent antifungal activities against G. sanbinetti, C. beticola, P. piricola and R. solani. On the basis of the biological results, structure-activity relationships of these compounds were also discussed.
