Reduction of 3,4-bis(4-amino-1,2,5-oxadiazol-3-yl)-1,2,5-oxadiazole 2-oxide

Russian Journal of Organic Chemistry -     

Some Reactions of 3,6-Bis(4-amino-1,2,5-oxadiazol-3-yl)-1,4,2,5-dioxadiazine

Diazotization and nitration of 3,6-bis(4-amino-1,2,5-oxadiazol-3-yl)-1,4,2,5-dioxadiazine gave, respectively, 3,6-bis(4-azido-1,2,5-oxadiazol-3-yl)-1,4,2,5-dioxadiazine and 3,6-bis(4-nitroamino-1,2,5-oxadi-azol-3-yl)-1,4,2,5-dioxadiazine. The latter reacted with nitrogenous bases to form the corresponding salts.     

Synthesis and Reactivity of Azidoximes: III. 1-Azido(4-amino-1,2,5-oxadiazol-3-yl)aldoxime in the Cycloaddition Reaction

By 1,3-dipolar addition of 1-azido(4-amino-1,2,5-oxadiazol-3-yl)aldoxime to propargyl alcohol and phenylacetylene bicyclic 4-amino-1,2,5-oxadiazol-3-yl(4-R-1,2,3-triazol-1-yl)ketoximes were obtained which in reaction with acetic anhydride afforded the corresponding O-acyl derivatives. Diazotization of 4-amino-1,2,5-oxadiazol-3-yl(4-R-1,2,3-triazol-1-yl)ketoximes furnished 4-azido derivatives. The treatment of 4-amino-1,2,5-oxadiazol-3-yl(4-hydroxymethyl-1,2,3-triazol-1-yl)ketoxime with SOCl₂ resulted in 4-amino-1,2,5-oxadiazol-3-yl(4-chloromethyl-1,2,3-triazol-1-yl)ketoxime, whose chlorine atom was readily replaced by azide ion affording 4-amino-1,2,5-oxadiazol-3-yl(4-azidomethyl-1,2,3-triazol-1-yl)ketoxime.     

Synthesis of 5-(1,2,5-oxadiazol-3-yl)-1H-etrazoles from 3-cyano-1,2,5-oxadiazoles

A number of 5-(1,2,5-oxadiazol-3-yl)-1H-tetrazoles were obtained in high yields by reactions of 3-cyano-1,2,5-oxadiazoles with sodium azide or by nitrosation of furazan-based amidrazones, which are easily prepared from the same starting reagents.     

3,5-二(2-吡嗪基)-4-氨基-1,2,4-三唑的水热合成及晶体结构

1,2,4-三唑及其衍生物作为配体与中过渡金属离子能形成多种配合物,这些配合物可表现出良好的生物活性或特殊的电磁性能.因此,过渡金属的三唑配合物的结构和物理特性引起了人们的广泛关注[1-6].     

Synthesis and structure of 4-[(4-Nitro-1,2,5-oxadiazol-3-yl)-NNO-azoxyl]-1, 2,5-oxadiazol-3-amine

The synthesis of the energetic compound 4-[(4-nitro-1,2,5-oxadiazol-3-yl)-NNO-azoxyl]-1,2,5-oxadiazol-3-amine (3) was achieved in two steps from diaminofurazan (1). Compound 3 was characterized by X-ray diffraction. From the X-ray structure a bifurcated intramolecular H bond between O(2)-H(2)-N(4) was observed. In addition, intramolecular H bonding was observed between H(1) and N(7) of an adjacent molecule. One molecule of ethanol and one-half molecule of water per molecule of3 was observed in the crystal lattice. However, no H bonding was observed between the solvent molecules and3 in the crystal lattice. Despite the presence of solvent in the crystal lattice,3 was found to have a high crystal density (d=1.856 g/cm³).     

The electron-impact induced loss of CHNO from 1,3-bis-(3-m-tolyl-1,2,4-oxadiazol-5-yl)hexafluoropropane

High resolution mass measurement established that the m/e 425 peak in the mass spectrum of 1,3-bis-(3-m-tolyl-1, 2,4-oxadiazol-5-yl)hexafluoropropane corresponds to [M ? CHNO]. This peak is absent from the mass spectrum of the para isomer.     

3-(2-吡啶基)-1,2,4-三唑衍生物的合成

1,2,4-三唑是五员含氮杂环化合物,其五员环上的三个N原子均可以同金属配位,因此它与金属离子的结合力很强,配位方式也很丰富,所构筑出来的配合物在生物、医药、磁性材料、手性催化剂、电致发光材料等方面都存在着诱人的应用前景,因而成为化学界和生物界的研究热点[1-4].     

Synthesis and biological activity of some novel derivatives of 4-amino-3-(D-galactopentitol-1-yl)-5-mercapto-1,2,4-triazole

To discover new 1,2,4-triazole derivatives which may possess significant biological activities, we synthesized a series of novel 6-aryl-3-(D-galactopentitol-1-yl)-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazines and 4-(arylmethylidene)amino-5-(D-galactopentitol-1-yl)-3-mercapto-4H-1,2,4-triazoles from 4-amino-3-(D-galactopentitol-1-yl)-5-mercapto-1,2,4-triazole. All the title compounds were characterized by elemental analysis, IR, 1H- and 13C-NMR. Plant growth-regulating activity tests showed that these compounds have remarkable effects on the growth of radish and wheat.     

Synthesis of 3-methyl-4-(5-R-1H-1,2,4-triazol-3-yl)-1,2,5-oxadiazoles

A number of 3-methyl-4-(5-R-1H-1,2,4-triazol-3-yl)-1,2,5-oxadiazoles were obtained in high yields by thermal dehydration of acylated 4-methyl-1,2,5-oxadiazole-3-carboxamide hydrazones.     

Carbon-13 NMR Studies of 3-Aryl-4-(5-aryl-Δ 2-1,2,4-oxadiazolin-3-yl)sydnones and 3-Aryl-4-(5-aryl-1,2,4-oxadiazol-3-yl)sydnones

The ¹³C NMR spectra of twelve 3-aryl-4-(5-aryl-Δ²-l,2,4-oxadiazolin-3-yl)sydnones and twelve 3-aryl-4-(5-aryl-l,2,4-oxadiazol-3-yl)sydnones have been measured and assigned by means of proton-noise decoupling and DEPT-experiments. The coupling constants were determined by means of gated decoupling, and NOE effects were observed by comparison of proton-decoupled and inverse-gated decoupled spectra. Differences shown by the oxadiazoline and the oxadiazole rings and the substitution effects are discussed.     

Reaction of Ethyl 3-(4-Methoxyphenyl)-1,2,4-oxadiazol-5-yl(nitro)chloroacetate with Diazo Compounds

Russian Journal of Organic Chemistry -     

N-oxides of adenosine-type nucleosides undergo pyrimidine ring opening and closure to give 5-amino-4-(1,2,4-oxadiazol-3-yl)imidazole derivatives

Treatment of acylated adenosine N-oxides with carboxylic anhydrides and thiophenol resulted in pyrimidine ring opening followed by exocyclic ring closure. Ammonolysis gave 5-amino-4-(5-substituted-1,2,4-oxadiazol-3-yl)-1-(beta-d-ribofuranosyl)imidazole derivatives, whereas iodine in methanol selectively unmasked the 5-amino group. Related flexible nucleoside analogues can be prepared from adenine-type precursors.     

Syntheses,topological networks and properties of four complexes based on 4-amino-3,5-bis(3-pyridyl)-1,2,4-triazole ligand

Reactions of metal acetates with 4-amino-3,5-bis(3-pyridyl)-1,2,4-triazole (3-abpt) and co-ligands gave rise to four new complexes, namely [Zn₂(3-abpt)(beta)(DMF) (H₂O)₂]_n·nH₂O (1), [Zn(3-abpt)(ip)]_n·3nH₂O (2), [Zn(3-abpt)(ip)(H₂O)₂]_n·2nH₂O (3), and [Cu₂(3-abpt)₂(C₆H₅COO)₄(H₂O)₂]_n·2nH₂O (4) (ip = isophthalate, beta = 1,2,4,5-benzenetetracarboxylate). Compound 1 is a 3D coordination polymer with uncommon 3,4-connected (6².8)₂(6².8².10²) network. Compounds 2–4 are all 1D coordination polymers, which exhibit diversity structures. Compound 2 is a tubular-like chain, 3 is a ring-like network, and 4 is a zigzag chain. Their thermal stabilities and the photoluminescence of 1 have also been investigated.