288-36-8

Usage

Uses

Used in Pharmaceutical Industry:
1,2,3-1H-Triazole is used as a building block for the synthesis of more complex pharmaceutical compounds due to its diverse biological properties and potential applications in drug development.
Used in Polymer Electrolyte Membranes:
1,2,3-1H-Triazole is used as a proton conductor to enhance the performance of polymer electrolyte membranes through an intermolecular proton-transfer mechanism, making it a valuable component in the development of energy-efficient systems.
Used in Proteomics Research:
1,2,3-1H-Triazole is utilized as a useful triazole in proteomics research, contributing to the advancement of our understanding of proteins and their functions in various biological processes.
Used in Anticancer Applications:
Recent studies have shown that bioactive triazoles, including 1,2,3-1H-Triazole, exhibit antitumor, anti-inflammatory, analgesic, antifungal, antibacterial, and antiviral activities, making them promising candidates for cancer treatment and other therapeutic applications.
Used in Medicinal Chemistry:
1,2,3-1H-Triazole serves as a bioisostere in medicinal chemistry, aiding in the development of new drugs and therapeutic agents by mimicking the properties of existing bioactive molecules.
Chemical Properties:
1,2,3-1H-Triazole is a clear colorless liquid, which makes it suitable for various applications in the chemical and pharmaceutical industries.

Synthesis Reference(s)

The Journal of Organic Chemistry, 62, p. 9177, 1997 DOI: 10.1021/jo971313o

InChI:InChI=1/C2H3N3/c1-2-4-5-3-1/h1-2H,(H,3,4,5)

Upstream product

• 4368-68-7 1-benzyl-1H-[1,2,3]triazole 
• 4546-95-6 1H-1,2,3-triazole-4,5-dicarboxylic acid 
• 74-86-2 acetylene 
• 76950-47-5 complex of triazolylcarboxylic acid with benzotriazole 
• 13253-67-3 2-acetyl-2H-[1,2,3]triazole 
• 56020-01-0 N′-(2,2-dichloroethylidene)-4-methylbenzenesulfonohydrazide 
• 2101-86-2 p-methylazidobenzene 
• 105-56-6 ethyl 2-cyanoacetate 
• 16712-16-6 ammonium formate 
• 16681-70-2 1H-1,2,3-triazole-4-carboxylic acid 
• 584-14-5 1-amino-1,2,3-triazole 
• 64-02-8 disodium ethylenediamine tetraacetic acid 
• 536-74-3 phenylacetylene 
• 31794-11-3 1-(p-methoxybenzyl)-1,2,3-triazole 

Downstream Products

• 18922-69-5 1-methyl-1,2,5-triazole 
• 16681-65-5 1-methyl-1,2,3-triazole 
• 15294-81-2 4,5-Dibromo-1H-1,2,3-triazole 
• 138479-67-1 2-(1',2',3'-triazol-1'-yl)benzophenone 
• 138479-68-2 [2-(2H-1,2,3-triazol-2-yl)phenyl](phenyl)methanone 
• 138479-69-3 4-phenyl-4H-<1,2,3>triazolo<1,5-a>indol-4-ol 
• 103294-87-7 1-[bis(4-chlorophenyl)methyl]-1H-1,2,3-triazole 
• 123124-55-0 2-[bis(4-chlorophenyl)methyl]-2H-1,2,3-triazole 
• 80200-22-2 2-<2-<4-(benzyloxy)phenoxy>ethyl>-2H-1,2,3-triazole 
• 88670-80-8 1-<2-<4-(benzyloxy)phenoxy>ethyl>-1H-1,2,3-triazole 
• 139029-50-8 2-triphenylmethyl-2H-1,2,3-triazole 
• 31216-81-6 1-triphenylmethyl-1H-1,2,3-triazole 
• 4368-68-7 1-benzyl-1H-[1,2,3]triazole 
• 109299-75-4 2-(phenylmethyl)-2H-1,2,3-triazole 

Relevant academic research and scientific papers

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

The invention relates to the technical field of 1H-1, 2, 3-triazole, and discloses a method for preparing high-purity 1H-1, 2, 3-triazole, and the method comprises the following steps: S1, obtaining raw materials; s2, putting a solvent and a catalyst into the raw materials obtained in the step S1, and carrying out stirring and heating treatment; s3, preserving heat to remove two carboxyl groups until the reaction is finished; s4, cooling treatment, and decolorizing with activated carbon after cooling; and S5, filtering the activated carbon after color removal, and dehydrating and purifying the filtered mother liquor by using a rectifying tower to obtain 1H-1, 2, 3-triazole. Compared with the prior art, the DMF is used for replacing a toxic and harmful solvent, and the technological process of decarboxylation at a relatively low temperature by adding a catalytic amount of copper oxide is adopted, so that green production is realized; 2, the method is low in energy consumption, simple in production process, safe and reliable; and 3, the yield is high, the selectivity is good, byproducts are few, the product purity is high, and unexpected technical effects, economic benefits and social benefits are achieved.

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

The invention belongs to the technical field of chemicals, and particularly relates to a method for preparing high-purity 1H-1, 2, 3-triazole, 1H-1, 2, 3-triazole is prepared from the following chemical materials: glyoxal, hydrates, hydroxylamine hydrochloride, ethyl acetate, toluene, acetic anhydride and absolute methanol, wherein the concentration ofglyoxal is 40%, the concentration of the hydrate is 85%, the preparation of the 1H-1, 2, 3-triazole comprises four steps, namely, the first step of synthesis of monooxime hydrazone, the second step of synthesis of oxime acylhydrazone, the third step of synthesis of diacyloxime hydrazone and the fourth step of synthesis of triazole, the preparation method is easy to operate, common chemical experiment operation is adopted, the reaction conditions are simple, control is easy, the concentration of the prepared 1H-1, 2, 3-triazole is high, no pollutant is generated in the preparation process, the environment is not polluted, no danger is generated in the preparation process, no danger is generated in the experiment process, and the method is simple, easy to operate and safe.

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.

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.

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.

A 1 H - 1, 2, 3 - triazole preparation method

The invention discloses a 1 H - 1, 2, 3 - triazole preparation method, which belongs to the field of fine chemical synthesis, comprising the following steps: tert butyl-bromide and sodium azide as raw materials, the reaction at room temperature to obtain tert-butyl azido, tert-butyl azide in the catalyst, is introduced into the acetylene gas reaction to obtain 1 - tert-butyl - 1, 2, 3 - triazole, 1 - tert-butyl - 1, 2, 3 - triazole in under the condition of strong acid butyl takes off uncle, get 1 H - 1, 2, 3 - triazole, the invention of 1 H - 1, 2, 3 - triazole preparation method solves the previous serious pollution in the route, strong corrosive, high pressure hydrogenation and the like, thereby achieving the energy saving and environmental protection, and the operation is simple, can be large-scale automated production of the requirement of green chemistry.

1 H - 1, 2, 3 - triazole preparation method (by machine translation)

The invention belongs to the field of fine chemical pharmaceutical intermediates, discloses a 1 H - 1, 2, 3 - triazole of the preparation method. The method to replace the halogen animal pen and sodium azide in fat alcohol and water in the mixed solvent of azide, after being extracted by the organic solvent, directly with the acetylene in a pressure reactor in the reaction process for preparing the intermediate, then separating out intermediate, obtained through the strong acid debenzylation 1 H - 1, 2, 3 - triazole, through the rectification is purified to high purity of 1 H - 1, 2, 3 - triazole finished product. The whole synthetic route of the raw materials are cheap and easy to obtain, the process of synthesis of few, simple operation, low operation cost, process and environmental protection, it is very suitable for industrial production, has a very high industrial application value. (by machine translation)

1,2,3-triazole synthesizing method

The invention discloses a 1.1,2,3-triazole synthesizing method which comprises the following steps: performing oxidizing reaction on benzotriazole through a potassium permanganate saturated solution to obtain a solution containing 1,2,3-triazole-4,5-dicarboxylic acid; adding a hydrogen peroxide solution into the solution containing 1,2,3-triazole-4,5-dicarboxylic acid, performing suction filtration when purple of the solution fades, concentrating filtrate to obtain a concentrated solution, adding concentrated hydrochloric acid into the concentrated solution, standing, dissolving white solid out, filtering and drying to obtain 1,2,3-triazole-4,5-dicarboxylic acid; adding a solvent and cyclohexanedione into 1,2,3-triazole-4,5-dicarboxylic acid to perform decarboxylic reaction to obtain 1,2,3-triazole. According to the 1,2,3-triazole synthesizing method disclosed by the invention, the raw materials are simple and easy to obtain, reaction conditions are mild, operation is simple, aftertreatment is convenient, a requirement for equipment is not high, reaction is complete, byproducts are few, no solid waste is generated, and purifying means of filtering, centrifuging, recrystallizing andthe like are avoided.

Green environmentally friendly 1-H-1,2,3-triazole preparation method

The invention discloses a green environmentally friendly 1-H-1,2,3-triazole preparation method. The method uses benzotriazole and hydrogen peroxide as raw materials, 1-H-1,2,3-triazole-4,5-dicarboxylic acid is obtained under the action of a catalyst through oxidative ring opening and then acid adjusting, toluene is subjected to reflux decarboxylation, 1-H-1,2,3-triazole is obtained, the method isgreen, clean and low-cost, the product total yield can reach 80%, the purity is more than 99%, and the method is suitable for industrial production.

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.