1-Phenyl-1H-[1,2,4]triazole-3-carboxylic acid methyl ester

Base Information

• Chemical Name: 1-Phenyl-1H-[1,2,4]triazole-3-carboxylic acid methyl ester
• CAS No.: 57226-96-7
• Molecular Formula: C10H9N3O2
• Molecular Weight: 203.2
• DSSTox Substance ID: DTXSID70481584
• Wikidata: Q72499097
• Mol file: 57226-96-7.mol

Synonyms:57226-96-7;1-PHENYL-1H-[1,2,4]TRIAZOLE-3-CARBOXYLIC ACID METHYL ESTER;methyl 1-phenyl-1,2,4-triazole-3-carboxylate;Methyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate;4]triazole-3-carboxylic?acid?methyl?ester;DTXSID70481584;5-PIPERIDIN-1-YLMETHYL-FURAN-2-CARBOXYLICACID

Chemical Property of 1-Phenyl-1H-[1,2,4]triazole-3-carboxylic acid methyl ester

Chemical Property:

• Boiling Point: 363.693 °C at 760 mmHg
• Flash Point: 173.756 °C
• PSA: 57.01000
• Density: 1.272 g/cm³
• LogP: 1.05390
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 203.069476538
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

1-PHENYL-1H-[1,2,4]TRIAZOLE-3-CARBOXYLIC ACID METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=NN(C=N1)C2=CC=CC=C2

Technology Process of 1-Phenyl-1H-[1,2,4]triazole-3-carboxylic acid methyl ester

There total 18 articles about 1-Phenyl-1H-[1,2,4]triazole-3-carboxylic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

formamide (77287-34-4,77287-35-5,60100-09-6) + methyl 2-chloro-2-(2-phenylhydrazono)acetate (58131-64-9) → methyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate (57226-96-7)

Guidance literature:

With trichlorophosphate; at 85 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/ejoc.201801808

Reference yield: 88.0%

isocyanoacetic acid methyl ester (39687-95-1) + benzenediazonium tetrafluoroborate (369-57-3) → methyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate (57226-96-7)

Guidance literature:

With silver carbonate; In 1,2-dichloro-ethane; at 0 ℃; for 8h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03069

Reference yield: 73.0%

C15H27N3O2Si2 + formamide (77287-34-4,77287-35-5,60100-09-6) → methyl 1-phenyl-1H-1,2,4-triazole-3-carboxylate (57226-96-7)

Guidance literature:

With trichlorophosphate; at 85 ℃; for 0.5h; Mechanism; Inert atmosphere;

DOI:10.1002/ejoc.201801808

upstream raw materials:

diazomethane

Methyl azido-(phenylhydrazono)-acetate

1-piperidino-1-isobutene

4-(2-methyl-1-propenyl)morpholine

Downstream raw materials:

1-phenyl-1H-[1,2,4]triazole-3-carboxylic acid