18264-75-0Relevant articles and documents
A simple method for the preparation of 3,5-dinitrimino-1,2,4-triazole and its salts
Astakhov, Alexander M.,Antishin, Denis V.,Revenko, Vitalii A.,Vasiliev, Alexander D.,Buka, Eduard S.
, p. 722 - 727 (2017)
The reaction of 2-methyl-1-nitrоisothiourea with hydrazine in the presence of alkali metal bicarbonates (carbonates) resulted in the formation of 3,5-dinitrimino-1,2,4-triazole salts. The same salts were also formed by a reaction of 2-methyl-1-nitrоisothiourea with alkali metal salts of 4-nitrоsemicarbazide. This represents the first synthesis and characterization of the high-energy 3,5-dinitrimino-1,2,4- triazole, which can be readily isolated by treatment of its disodium salt with HCl.
Synthesis and insecticidal activities of 1,5-disubstituted-1,3,5- hexahydrotriazine-2-N-nitroimines
Xue, Si-Jia,Liu, Li,Bu, Hong-Fei,Xu, Yong-Hua
, p. 1333 - 1336 (2013)
By extracting active moieties from typical insecticides and recombining to a same molecule, a series of novel title compounds were designed and synthesized as shown in Scheme 1. The structures of all compounds were confirmed by IR, 1H NMR, MS, and elemental analysis. The preliminary bioassay showed that the partial target compounds gave 90% mortality against Tetranychus cinnabarnus at 500 mg/L.
Divergent Synthesis of Substituted Amino-1,2,4-triazole Derivatives
Jia, Changqing,Li, Jia-Qi,Qin, Zhaohai,Singh, Thishana,Su, Wangcang,Xiao, Yumei,Yang, Dongyan,Zhao, Fenghai
supporting information, p. 1901 - 1910 (2021/05/18)
A divergent efficient assembly of disubstituted 1,2,4-triazoles was established by cyclization of readily accessible N ′-nitro-2-hydrocarbylidene-hydrazinecarboximidamides with moderate to excellent yields under mild reaction conditions. This divergent synthetic strategy was achieved simply by varying the reaction conditions. Under acidic conditions, amino-1,2,4-triazoles were obtained by an intramolecular redox reaction involving the NO 2group. Control experiments and DFT studies revealed that this transformation proceeds via an intramolecular 1,3-hydride transfer pathway leading to HNO 2elimination. Under neutral conditions with water as the solvent, nitroimino-1,2,4-triazoles were obtained by oxidative intramolecular annulation under air.
Synthesis, insecticidal and fungicidal activities of methyl 2-(methoxyimino)-2-(2-((1-(N′-nitrocarbamimidoyl)-2-hydrocarbylidene-hydrazinyl)methyl)phenyl)acetates
Yuan, Xiaoyong,Jia, Changqing,Ma, Yongqiang,Yang, Dongyan,Rui, Changhui,Qin, Zhaohai
, p. 19916 - 19922 (2016/03/04)
N′-Nitro-2-hydrocarbylidenehydrazinecarboximidamides and methoxyacrylates are two types of important agrochemicals. By combining their key fragments into one framework, a series of the title compounds was designed and synthesized. Some of these compounds have shown excellent insecticidal activities for aphides, for example, the LC50 values of compounds 6-06, 6-11 and 6-19 against M. perslcae and H. amygdale were found to be 1.9/14.4, 13.4/1.5 and 0.3/38.4 mg L-1 respectively. They were also effective against the mycelium growth of B. cinerea in vitro. Compound 6-04 could control (~100%) cucumber anthrax and rice blast at 100 mg L-1 in vivo, and inhibit the spore germination (~100%) of vegetable gray mold at 6.25 mg L-1. These compounds could be considered as potential insecticidal or fungicidal candidates for crop protection. The results of structure-activity relationship (SAR) studies are discussed.