Methyl 1,2,4-triazole-3-carboxylate Chemical Properties

Melting point:

196-199 °C(lit.)

Boiling point:

283.9±23.0 °C(Predicted)

Density 

1.380±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

7.96±0.20(Predicted)

form 

Liquid

color 

Clear colorless to yellow

InChI

InChI=1S/C4H5N3O2/c1-9-4(8)3-5-2-6-7-3/h2H,1H3,(H,5,6,7)

InChIKey

QMPFMODFBNEYJH-UHFFFAOYSA-N

SMILES

N1C(C(OC)=O)=NC=N1

CAS DataBase Reference

4928-88-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36-37

WGK Germany 

3

HS Code 

29339900

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Methyl 1,2,4-triazole-3-carboxylate Usage And Synthesis

Uses

Methyl 1,2,4-Triazole-3-carboxylate has been used as a reactant for the preparation of Ribavirin (1-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxamide, an antiviral agent.

Chemical Properties

White solid

Uses

Methyl 1,2,4-Triazole-3-carboxylate has been used as a reactant for the preparation of Ribavirin (1-β-D-ribofuranosyl)-1,2,4-triazole-3-carboxamide, an antiviral agent.

Uses

Methyl-1H-1,2,4-triazole-3-carboxylate (1,2,4-Triazole-3-methylcarboxylate) may be used in the preparation of 1H-1,2,4-triazole-3-carbohydrazide.
It may also be used in the synthesis of the following nucleoside analogues:

• 1-(2,2-dimethyl-6-trityloxymethyl-4,6a-dihydro-3aH-cyclopenta-[1,3]dioxol-4-yl)-1H-1,2,4-triazole-3-carboxylic acid methyl ester
• methyl 4,6-O-benzylidene-2-(methyl 1H-1,2,4-triazol-1-yl-3-carboxylate)-2-deoxy-<SC>D</SC>-altrohexopyranoside
• 1,5-anhydro-4,6-O-benzylidene-2-(methyl 1H-1,2,4-triazol-1-yl-3-carboxylate)-2-deoxy-<SC>D</SC>-altro-hexitol

General Description

Methyl-1H-1,2,4-triazole-3-carboxylate can be synthesized from 5-amino-1,2,4-triazole-3-carboxylic acid via esterification with methanol. It is utilized as precursor for preparing the nucleoside analogue, Ribavirin. The crystal structure of methyl-1H-1,2,4-triazole-3-carboxylate has been analyzed.

Synthesis

The product Methyl 1,2,4-triazole-3-carboxylate is synthesized using lime nitrogen as the raw material, and hydrazinolysis, condensation, esterification, deamination and other steps are performed to obtain the product Methyl 1,2,4-triazole-3-carboxylate. The synthesis route using lime nitrogen as the starting material: lime nitrogen first reacts with hydrazine hydrate to obtain a nitrile addition product, and then condenses with oxalic acid to obtain 1,2,4-triazole-3-carboxylic acid methyl ester-5-amino. The deamination process generally requires diazotization and then nitrogen release in an alcohol solution to obtain the product Methyl 1,2,4-triazole-3-carboxylate in which the amino group is replaced by hydrogen.
Synthesis of ethyl cyanoformate: Using ethyl cyanoformate as the raw material, it is subjected to addition with formic acid hydrazide and then cyclization to obtain ethyl 1,2,4-triazole-3-carboxylate, and then alcoholysis with methanol to obtain methyl 1,2,4-triazole-3-carboxylate. Ethyl cyanoformate is used as a raw material and reacted with ethanol to obtain ethoxyamidine hydrochloride, which is then reacted with formic hydrazide for addition reaction, and then cyclized under high temperature conditions to obtain 1,2,4-triazole-3-carboxylic acid ethyl ester, and then ester exchange with methanol is carried out to obtain the final product.

Methyl 1,2,4-triazole-3-carboxylate (4928-88-5)Related Product Information

• Kresoxim-methyl
• Methylparaben
• RESMETHRIN
• Thiophanate-methyl
• Methyl acrylate
• 5-Methyl-1H-benzotriazole
• 1H-Benzotriazole
• Bensulfuron methyl
• Tolyltriazole
• 1,2,4-Triazole
• Methyl
• Parathion-methyl
• Methyl 5-amino-1H-1,2,4-triazole-3-carboxylate
• ethyl 5-amino-2H-1,2,4-triazole-3-carboxylate
• FENCHLORAZOL-ETHYL
• Methyl bromide
• Methyl-beta-D-ribofuranosyl-1,2,4-triazole-3-carboxylate
• 1H-1,2,4-Triazole-3-carboxylic acid