74205-82-6

Basic information

• Product Name: 1-Hydroxymethyl-1,2,4-triazole
• Synonyms: 1-Hydroxymethyl-1,2,4-triazole;1,2,4-Triazole-1-methanol;1H-1,2,4-Triazole-1-methanol;(1H-1,2,4-Triazol-1-yl)Methanol
• CAS NO: 74205-82-6
• Molecular Formula: C₃H₅N₃O
• Molecular Weight: 99.09
• Mol File: 74205-82-6.mol

Chemical Properties

• Melting Point: 70-71℃
• Boiling Point: 290℃
• Flash Point: 129℃
• Appearance: /
• Density: 1.42
• Vapor Pressure: 0.000976mmHg at 25°C
• Refractive Index: 1.632
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 1-Hydroxymethyl-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Hydroxymethyl-1,2,4-triazole(74205-82-6)
• EPA Substance Registry System: 1-Hydroxymethyl-1,2,4-triazole(74205-82-6)

Safety Data

• Hazardous Substances Data: 74205-82-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
1-Hydroxymethyl-1,2,4-triazole is used as a synthetic intermediate for the development of novel triazole compounds with anti-fungal properties. These compounds are valuable in the creation of new anti-fungal drugs, addressing the need for effective treatments against fungal infections.
Used in Chemical Synthesis:
1-Hydroxymethyl-1,2,4-triazole is utilized as a versatile building block in the synthesis of a wide range of chemical compounds, including pharmaceuticals, agrochemicals, and other specialty chemicals. Its reactivity and functional groups make it a valuable component in the design and synthesis of new molecules with potential applications in various industries.

InChI:InChI=1/C3H5N3O/c7-3-6-2-4-1-5-6/h1-2,7H,3H2

Upstream product

• 288-88-0 1,2,4-Triazole 
• 50-00-0 formaldehyd 

Downstream Products

• 843-29-8 N,N’-(4,4’-methylenebis(4,1-phenylene))diacetamide 
• 174264-64-3 4-bromo-2-(1H-1,2,4-triazol-1-ylmethyl)phenol 
• 174264-63-2 4-chloro-2-(1H-1,2,4-triazol-1-ylmethyl)phenol 
• 1246436-08-7 N,N-bis((1H-1,2,4-triazol-1-yl)methyl)-2,6-dibromo-4-methylbenzenamine 
• 1246436-07-6 N,N-bis((1H-1,2,4-triazol-1-yl)methyl)-4-methylbenzenamine 
• 1246436-06-5 N,N-bis((1H-1,2,4-triazol-1-yl)methyl)-4-chlorobenzenamine 
• 1246436-04-3 N,N-bis(1H-1,2,4-triazol-1-ylmethyl)-4-methoxyphenylamine 
• 1246436-05-4 N,N-bis((1H-1,2,4-triazol-1-yl)methyl)-4-nitrobenzenamine 
• 101213-04-1 N,N-bis((1H-1,2,4-triazol-1-yl)methyl)aniline 
• 91273-16-4 N,N-bis((1H-1,2,4-triazol-1-yl)methyl)benzylamine 
• 1204587-15-4 N,N,N,N-tetrakis((1H-1,2,4-triazol-1-yl)methyl)benzene-1,4-diamine 

Relevant articles and documents

Crystal structure and thermal expansion of N,N,N′,N′-tetrakis-[(1H,2,4-triazol-1-yl)methyl]-ethane-1,2-diamine

The crystal structure of N,N,N′,N′-tetrakis-[(1H,2,4-triazol-1-yl)methyl]-ethane-1,2-diamine has been fully determined at six different temperatures by X-ray single-crystal diffraction, and the thermal expansion has been determined from 100 K to ambient temperature. The expansion is anisotropic, and it is negative in one direction of the unit cell. The supramolecular structure formed by weak hydrogen bonds of the type C-H···N resembles a trellis analogous to that observed in other organic systems with strong hydrogen bonds.

Design, synthesis, characterization and catechol oxidase activity of novel class of multi-tripodal pyrazole and triazole-based derivatives

A class of novel multi-tripodal ligands has been prepared via condensation reaction between pyrazole or triazole moieties and N′,N′-bis(2-aminoethyl)ethane-1,2-diamine. Spectroscopic techniques (1H NMR, 13C NMR, IR and mass spectroscopy) have been used to characterize the compounds. The ability of the in situ ligand complexes to catalyze the oxidation reaction of catechol to o-quinone at ambient conditions has been studied. The study demonstrated that the concentration of the metal salt has a pronounced influence on the catalytic activity. Thus, the best result has been obtained with the in situ complex [2 + CuSO4] with an oxidation rate of 21.60?μmol?l?1?min?1. Kinetic parameters of the in situ complexes have been also investigated.

Hydrogen Bond Directed Photocatalytic Hydrodefluorination and Methods of Use Thereof

Methods of synthesizing compounds comprising fluorinated aryl groups are disclosed, wherein said methods utilize hydrogen bond directed photocatalytic hydrodefluorination.

OXIMINO DERIVATIVES FOR THE TREATMENT OF DYSLIPIDEMIA

Compounds of the general formula (I), including their tautomeric forms, their stereoisomers, their pharmaceutically acceptable salts, pharmaceutical compositions containing them, methods for their preparation, use of these compounds and the intermediates involved in their preparation.

Synthesis of thermoregulated phase-separable triazolium ionic liquids catalysts and application for Stetter reaction

A series of polyether-substituted triazolium ionic liquids catalysts have been first synthesized for resolving the problem of separation and reuse of Stetter catalysts. The catalysts possess the properties of critical solution temperature (CST) and inverse temperature-dependent solubility in toluene/heptane solvents. Based on these properties, the catalysts can achieve the catalytic process named as thermoregulated phase-separable catalysis (TPSC) with the characteristic of homogeneous reaction at higher temperature and phase-separation at lower temperature. The novel TPSC system has been successfully applied for Stetter reaction of furfural or butanal with ethyl acrylate. The experimental results have showed that the novel catalysts exhibit excellent TPSC with high recycling efficiency.

Synthesis of some N1-aryl/heteroarylaminomethyl/ethyl - 1,2,4 - triazoles and their antibacterial and antifungal activities

A group of 18 N1-aryl/heteroarylamino/methyl/ethyl-1,2,4-triazoles was synthesized (Scheme 1) by condensation of hydroxymethyl derivative of 1,2,4-triazole and appropriate aromatic/heteroaromatic amines (Route I) and by reaction of 1,2,4-triazole, acetaldehyde and few aromatic/heteroaromatic amines (Route II). UV, IR and 1H NMR spectroscopy determined their structure. All the synthesized compounds were screened for their antibacterial and antifungal activities against Escherichia coli, Bacillus subtilis, Salmonella enteritidis, Staphylococcus aureus, Aspergillus niger and Candida albicans.

Alpha-aryl-alpha-phenylethyl-1H-1,2,4-triazole-1-propanenitriles

This invention relates to substituted and unsubstituted alpha-aryl-alpha-phenylethyl-1H-1,2,4-triazole-1-propanenitriles, their enantiomorphs, acid addition salts and metal salt complexes. These compounds, enantiomorphs, salts and complexes are highly act

ORGANISCHE PHOSPHORVERBINDUNGEN 80. HERSTELLUNG VON TRIAZOLYLMETHYL-PHOSPHONATEN UND VON TRIAZOLYL-METHYLPHOSPHONIUMSALZEN UND DEREN VERWENDUNG IN DER WITTIG-HORNER REAKTION

Attemps to prepare 1H-1,2,4-triazol-1-ylmethylphosphonates (4 and 5) by a Mannichtype reaction or by transesterification of 1-hydroxylmethyl-1H 1,2,4-triazol 1 with teriary phosphites failed.On the other hand 4 and 5 are obtained by a Michaelis-Becker reaction from 1-chloromethyl-1H-1,2,4-triazol a and sodium phosphites in high yield.The Michaelis-Arbuzov reaction is less suited for the preparation of 4 and 5. 3 is obtained in good yield as a water clear liquid, b.p. 52-54 deg C/0.2 torr, from the interaction of 1 with thionyl chloride followed by treatment with a base.On standing at 0 deg or 20 deg C it decomposes within hours and yields the unsymmetrical methylen-bis(triazol) 3a in addition to other products.However an acetonitrile solution of 3 is stable for months.Heating this solution with tertiary phosphines gives triazolylsubstituted phosphoniumsalts 6 to 8.The Wittig-Horner reaction with 4 to 6 gives the olefinically substituted triazols 9-12 as a Z/E mixture in high yield.Alkylation of 4 with methyl and ethil iodide gives the corresponding alkylated diethyl-1H-1,2,4-triazol-1-yl-ethyl-1- and -propyl-1-phosphonates 14 and 15 which on hydrolysis with HCl yield 1H-1,2,4-triazo-1-yl-ethyl-1 and -propyl-1-phosphonic acids 17 and 18, respectively.Hydrolysis of 4 gives the unsubstituted 1H-1,2,4-triazol-1-ylmethyl-phosphonic acid 16.

HETEROCYCLIC NITRO COMPOUNDS. 25. 1-HYDROXYMETHYL-3-NITRO-1,2,4-TRIAZOLES AND THEIR DERIVATIVES

1-Hydroxymethyl derivatives of tetrazoles were obtained by the reaction of 1,2,4-triazole and 3-nitro-5-substituted triazoles with formaldehyde in water.The hydroxy groups were replaced by chlorine, and the hydroxymethyltriazoles were acetylated and tosylated.The chloro and tosyl groups are readily replaced by iodine by the action of potassium and ammonium iodide in acetone.