584-14-5

Usage

Triazole ring

The compound contains a 5-membered ring structure with three nitrogen atoms and 2 carbon atoms, giving it the general structure of a triazole.

Amino group

An amino group (-NH2) is attached at the 1-position of the triazole ring, which contributes to its reactivity and functional group properties.

Herbicide

Aminotriazole is used as a herbicide to control the growth of unwanted plants. It inhibits the enzyme catalase, which leads to an accumulation of hydrogen peroxide and causes oxidative stress and cell damage in plants.

Health and environmental hazards

Due to its potential negative effects on human health and the environment, the use of 1-amino-1,2,4-triazole has been heavily regulated in many countries.

Restricted use

In many countries, the application of aminotriazole has been restricted or banned due to its potential risks to human health and the environment.

Upstream product

• 208645-11-8 N-methanesulfonic 2,2-dichloroethylidene Hydrazide 
• 131543-46-9 Glyoxal 
• 557-30-2 glyoxime 
• 288-36-8 1,2,3-triazole 
• 56020-01-0 N′-(2,2-dichloroethylidene)-4-methylbenzenesulfonohydrazide 
• 288-36-8 1 ,2,3-Triazole 
• 7677-13-6 glyoxal bishydrazone 
• 3327-62-6 glyoxal bis(hydrazone) 

Downstream Products

• 288-36-8 1,2,3-triazole 
• 1426441-97-5 5-[2-benzoylimino-3-(4-methylphenyl)-1,3,4-thiadiazol-5-yl]-[1,2,4]triazolo[1,5-a]pyrimidine 
• 1426441-99-7 5-(2-benzoylimino-3-(4-nitrophenyl)-1,3,4-thiadiazol-5-yl)-[1,2,4]triazolo[1,5-a]pyrimidine 
• 1426441-98-6 5-[2-benzoylimino-3-(4-chlorophenyl)-1,3,4-thiadiazol-5-yl]-[1,2,4]triazolo[1,5-a]pyrimidine 
• 1426441-96-4 5-[2-benzoylimino-3-(4-methoxyphenyl)-1,3,4-thiadiazol-5-yl]-[1,2,4]triazolo[1,5-a]pyrimidine 
• 1353323-90-6 1-amino-1,2,3-triazolium nitrate 

Relevant academic research and scientific papers

Synthesis, characterization, and structural investigations of 1-amino-3-substituted-1,2,3-triazolium salts, and a new route to 1-substituted-1,2,3-triazoles

Quarternary salts based upon 3-alkyl substituted 1-amino-1,2,3-triazolium cations (alkyl = methyl, ethyl, n-propyl, 2-propenyl, and n-butyl) have been synthesized and characterized by vibrational spectra, multinuclear NMR, elemental analysis, and DSC studies. Subsequent diazotization of these salts results in the exclusive formation of 1-alkyl-1,2,3-triazoles. Single crystal X-ray studies were carried out for 1-amino-3-methyl-1,2,3-triazolium iodide, 1-amino-3-ethyl-1,2,3-triazolium bromide, 1-amino-3-ra-propyl-1,2,3-triazolium bromide, and 1-amino-3-n-butyl-1,2,3-triazolium bromide as well as the starting heterocycle, 1-amino-1,2,3-triazole, and all of the structures are discussed.

A facile synthesis of a novel energetic surfactant 1-amino-3-dodecyl-1,2,3- triazolium nitrate

1-Amino-3-dodecyl-1,2,3-triazolium nitrate, as a novel energetic surfactant, has been synthesized in four steps, namely addition-elimination, cyclization, alkylation and metathesis. Its structure was confirmed by 1H NMR, IR, and MS. The effects of various reaction parameters, including stoichiometry, reaction temperature and time, were investigated in details. In addition, the physical and chemical properties of this energetic surfactant were measured.

1-AminoTriazole Transition-Metal Complexes as Laser-Ignitable and Lead-Free Primary Explosives

This unique complex study describes two isomeric aminotriazoles as auspicious nitrogen-rich ligands for energetic coordination compounds (ECCs) to replace the commonly used highly poisonous and environmentally harmful lead-based primary explosives. The triazoles were obtained by easily scalable and convenient synthetic routes starting solely from commercially available starting materials. 1-Amino-1,2,3-triazole (1, 1-ATRI) and, for the first time, 1-amino-1,2,4-triazole (2, 1A-1,2,4-TRI) were employed as ligands to form highly energetic transition-metal(II) complexes. The desired characteristics could be altered successively by using various nonpoisonous metal(II) centers (Cu2+, Mn2+, Fe2+, and Zn2+) and anions (Cl?, NO3?, ClO3?, ClO4?, picrate, styphnate, 2,4,6-trinitro-3-hydroxyphenolate, and 2,4,6-trinitro-3,5-dihydroxyphenolate). The 14 synthesized coordination compounds were characterized comprehensively by XRD, IR and UV/Vis spectroscopy, elemental analysis, and differential thermal and thermogravimetric analyses. Ball-drop impact, electrostatic discharge (ESD), and mechanical (impact and friction) sensitivities were determined according to BAM standard methods. In addition to laser ignition experiments, selected ECCs were evaluated in classical secondary explosive initiation tests (detonators filled with pentaerythritol tetranitrate (nitropenta)), which revealed their enormous potential and proved them to be very attractive for future applications in explosives.

Method for continuously synthesizing 1H-1,2,3-triazole by using microchannel reactor

The invention relates to a method for continuously synthesizing 1H-1,2,3-triazole through a microchannel reactor, and belongs to the technical field of medicine synthesis. The method comprises the following steps: reacting a hydrazine hydrate aqueous solution and a glyoxal aqueous solution in a micro-channel reactor to prepare a material 1, continuously reacting the material 1 with hydrogen peroxide in the micro-channel reactor to prepare a material 2, and continuously mixing the material 2 with concentrated hydrochloric acid in the micro-channel reactor to obtain a material 3; conducting reaction on the material 3 and a sodium nitrite aqueous solution in the micro-channel reactor, and conducting post-treatment to obtian 1H-1,2,3-triazole. No solvent needs to be added or replaced in the reaction process, manganese dioxide and potassium permanganate which can generate solid waste are prevented from being used, and toxic substances such as toluenesulfonyl chloride and dioxane which are harmful to the environment are not used either; and the 1H-1,2,3-triazole can be safely produced.

Synthesis method for continuous flow preparation of 1H-1,2,3-triazole

The present invention discloses a continuous flow of preparation of 1H-1,2,3-triazole synthesis method, the reaction formula is: comprising the following steps: step 1: in a solvent-free system, at a certain temperature, through the hydrazine hydrate, glydaldehyde reaction, to give intermediate I; step 2: and then pass into a suitable amount of ethanol to intermediate I to obtain an ethanol solution of intermediate I, in manganese dioxideMnO2 Under the action of the catalyst, oxygen is introduced, and the intermediate II is obtained by oxidation ringing reaction; step 3: Intermediate II is reacted with sodium nitrite under acidic conditions to obtain 1H-1,2,3-triazole by diazole; selectively further post-treatment can be obtained to obtain high-purity 1H-1,2,3-triazole. The synthesis method of the continuous flow preparation of the present invention is a continuous synthesis method of continuous flow microreactor, which is safe and controllable, the amount of hazardous waste is small, and the product yield is high, and the product yield is high, and the product quality is good.

Preparation method of 1-amino-1,2,3-triazole

The invention relates to a preparation method of 1-amino-1,2,3-triazole, and belongs to the technical field of medicine synthesis. The preparation method comprises the following steps: (1) adding glyoxal into hydrazine hydrate, and carrying out reduction reaction to prepare a glyoxal dihydrazone solution; (2) introducing ozone into the glyoxal dihydrazone solution, and carrying out cyclization reaction to obtain a 1-amino-1,2,3-triazole solution; and (3) concentrating and filtering to obtain a 1-amino-1,2,3-triazole solid. According to the method, a one-pot method is adopted, ozone is selected as an oxidation cyclization catalyst, water is selected as a solvent, solvent replacement and addition are not needed in the whole process, use of toxic initial reactants is avoided, and no solid waste is generated.

Tazobactam intermediate, preparation method thereof and method for preparing tazobactam by using intermediate (by machine translation)

The intermediate V is prepared from glyoxal and hydrazine through dihydrazone of glyoxal, 1 - 2-triazole, and then reacted with (2S, 3S) 3 methyl -3 -methyl-3 -oxo -7 -thio -4 -methylpyridine-1 -thioxazabicyclo [3.2.0 -2 -] heptanoic acid to obtain an intermediate VII, and an intermediate VII is subjected to deprotection reaction to prepare the tazobarbazobactam intermediate V; the intermediate V is subjected to diazotization reaction to prepare the intermediate V. The preparation method of tazobactam is mild in reaction condition, simple in process, low in cost, high 90% in yield, high 99.0% in purity, environmentally friendly, good in economic benefit and suitable for industrial production. (by machine translation)

Preparation method of 1H-1, 2, 3-triazole

The invention provides a preparation method of 1H-1, 2, 3-triazole, which comprises the following steps: adding glyoxal into an ethanol solution of hydrazine hydrate, and carrying out reduction reaction to obtain a glyoxal dihydrazone solution; adding hydrogen peroxide into the glyoxal dihydrazone solution, carrying out a cyclization reaction to prepare a 1-amino-1, 2, 3-triazole solution; addingpotassium permanganate into the 1-amino-1, 2, 3-triazole solution, and heating to carry out a deamination reaction, so as to obtain a 1H-1, 2, 3-triazole solution. According to the method, the 1H-1, 2, 3-triazole can be prepared by a one-pot method, a solvent does not need to be added or replaced in the reaction process, nitrite and potassium permanganate which can generate solid waste are prevented from being used, and toxic substances such as toluenesulfonyl chloride and dioxane which are harmful to the environment are not used.

Method for preparing 1H-1,2,3-triazole

The invention discloses a method for preparing 1H-1,2,3-triazole. The method comprises the following steps of: in a polar solvent, reacting glyoxal and hydrazine hydrate to obtain an intermediate 1, and then performing cyclization under the action of potassium permanganate to obtain an intermediate 2, reacting the intermediate 2 and potassium nitrite under acidic conditions for deamination to obtain a crude product triazole, and further purifying the crude product to obtain the finished product triazole. The method has the advantages of simple operation, short production cycle, and simple post-treatment, and the product has high yield, good purity and low cost, and is more suitable for industrial large-scale production.

Method for preparing important intermediate 1H-1,2,3-triazole of Tazobactam

The invention discloses a method for preparing an important intermediate 1H-1,2,3-triazole of Tazobactam. The method comprises the steps: firstly, subjecting glyoxal to a reaction with hydroxylamine hydrochloride, so as to obtain an intermediate I; subjecting the intermediate I and an ammonium salt to cyclization in the presence of a catalyst, so as to obtain an intermediate II; and subjecting the intermediate II to a reaction with nitrite under acidic conditions to deaminate so as to obtain crude triazole, and carrying out further refining, thereby obtaining finished triazole. According to the method, the operation is simple, the production cycle is short, the aftertreatment is simple, few waste gases, waste water and waste residues are produced, and the obtained product is high in yield, good in purity and low in cost, so that the method is more applicable to industrial large-scale production.