methyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate

Base Information

• Chemical Name: methyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate
• CAS No.: 7673-93-0
• Molecular Formula: C11H11 N3 O2
• Molecular Weight: 217.227
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20378990
• Wikidata: Q82168623
• Mol file: 7673-93-0.mol

Synonyms:7673-93-0;methyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate;methyl 5-methyl-2-phenyltriazole-4-carboxylate;2H-1,2,3-Triazole-4-carboxylicacid, 5-methyl-2-phenyl-, methyl ester;Maybridge1_000985;SCHEMBL6312721;HMS544E17;DTXSID20378990;LJHCIHCDLVYSDC-UHFFFAOYSA-N;CCG-44297;MFCD00052547;AKOS000114317;BB 0246692;CS-0282671;FT-0628683;J-522494;SR-01000634142-1;BRD-K16636334-001-01-3;Z24677863;methyl 4-methyl-2-phenyl-2H-1,2,3-triazole-5-carboxylate;2H-1,2,3-Triazole-4-carboxylicacid,5-methyl-2-phenyl-,methyl ester;5-Methyl-2-phenyl-2H-[1,2,3]triazole-4-carbo xylic acid methyl ester

Chemical Property of methyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate

Chemical Property:

• Vapor Pressure: 2.16E-05mmHg at 25°C
• Melting Point: 54-56 °C
• Boiling Point: 360.8oC at 760 mmHg
• PKA: -0.75±0.20(Predicted)
• Flash Point: 172oC
• PSA: 57.01000
• Density: 1.24g/cm3
• LogP: 1.36230
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 217.085126602
• Heavy Atom Count: 16
• Complexity: 254

Purity/Quality:

99% ^*data from raw suppliers

Methyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN(N=C1C(=O)OC)C2=CC=CC=C2

Technology Process of methyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate

There total 10 articles about methyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate 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: 82.0%

benzenediazonium tetrafluoroborate (369-57-3) + methyl 3-aminocrotonate (14205-39-1) → methyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate (7673-93-0)

Guidance literature:

With caesium carbonate; copper dichloride; In acetonitrile; at 20 ℃; for 0.5h; Reagent/catalyst; Solvent;

DOI:10.1021/acs.orglett.0c00006

Reference yield: 80.0%

methanol (67-56-1) + 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylic acid (22300-56-7) → methyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate (7673-93-0)

Guidance literature:

With sulfuric acid; for 4h; Heating;

Reference yield: 70.0%

ketene diethyl acetal (2678-54-8) + 5-methoxy-3-methyl-4-phenylazoisoxaazole (5777-06-0) → methyl 5-ethoxy-1-phenylpyrazole-3-carboxylate (111259-85-9) + methyl 5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylate (7673-93-0)

Guidance literature:

at 110 ℃; for 0.5h;

upstream raw materials:

3-methyl-5-methoxy-4-phenylazoisoxazole

(E)-1,2-diphenyl-ethene

5-methoxy-3-methyl-4-phenylazoisoxaazole

methanol

Downstream raw materials:

5-methyl-2-phenyl-2H-[1,2,3]triazole

(5-Methyl-2-phenyl-2H-1,2,3-triazole-4-carbonyl)guanidine hydrochloride

5-methyl-2-phenyl-2H-1,2,3-triazole-4-carboxylic acid

Refernces

• 1、 Singh, Shyam K.,Summers, Lindsay A.. "Methylation of 3-Methyl- and 3-Phenyl-4-arylhydrazonoisoxazol-5-ones with Diazomethane". . p. 933 - 939. Retrieved 2007/10/02.