Dimethyl 1-methyl-1H-1,2,3-triazole-4,5-dicarboxylate

Base Information

• Chemical Name: Dimethyl 1-methyl-1H-1,2,3-triazole-4,5-dicarboxylate
• CAS No.: 73500-07-9
• Molecular Formula: C₇H₉N₃O₄
• Molecular Weight: 199.166
• DSSTox Substance ID: DTXSID00503081
• Nikkaji Number: J2.155.879F
• Wikidata: Q82356606

Synonyms:dimethyl 1-methyltriazole-4,5-dicarboxylate;73500-07-9;Dimethyl 1-methyl-1H-1,2,3-triazole-4,5-dicarboxylate;SCHEMBL1930001;DTXSID00503081;GNVGANLYVPXSIX-UHFFFAOYSA-N;AKOS006274746;1-methyl-1H-1,2,3-triazole-4,5-dicarboxylic dimethylester;1-methyl-1H-[1,2,3]triazole-4,5-dicarboxylic acid dimethyl ester;1-Methyl-1H-[1, 2, 3]triazole-4,5-dicarboxylic acid dimethyl ester

Chemical Property of Dimethyl 1-methyl-1H-1,2,3-triazole-4,5-dicarboxylate

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 199.05930578
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1C(=C(N=N1)C(=O)OC)C(=O)OC

Technology Process of Dimethyl 1-methyl-1H-1,2,3-triazole-4,5-dicarboxylate

There total 3 articles about Dimethyl 1-methyl-1H-1,2,3-triazole-4,5-dicarboxylate 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:

dimethyl acetylenedicarboxylate (762-42-5) + 1-Methyl-5-phenyl-1,5-dihydro-[1,2,3]triazole-4,4-dicarboxylic acid dimethyl ester (181310-62-3) → 1-methyl-1H-[1,2,3]triazole-4,5-dicarboxylic acid dimethyl ester (73500-07-9) + dimethyl 2-benzylidenepropanedioate (6626-84-2) + 1-Methyl-5-phenyl-1,5-dihydro-pyrrole-2,2,3,4-tetracarboxylic acid tetramethyl ester

Guidance literature:

In xylene; for 576h; Heating;

Reference yield:

methyl bromide (74-83-9) + 3C25H22N4O4(2-)*3Mn(2+)*Mn(1+)*3CO*C6H6N3O4(1-) + water (7732-18-5) → 1-methyl-1H-[1,2,3]triazole-4,5-dicarboxylic acid dimethyl ester (73500-07-9) + 3C25H22N4O4(2-)*3Mn(2+)*Mn(1+)*3CO*H2O*Br(1-)

Guidance literature:

In chloroform-d1; at -78 - 50 ℃; for 20h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/jacs.8b02896

Reference yield:

dimethyl acetylenedicarboxylate (762-42-5) + (4R,5R)-4-Cyano-1-methyl-5-phenyl-4,5-dihydro-1H-[1,2,3]triazole-4-carboxylic acid methyl ester → 1-methyl-1H-[1,2,3]triazole-4,5-dicarboxylic acid dimethyl ester (73500-07-9) + methyl (E)-2-cyano-3-phenylprop-2-enoate (14533-86-9) + 2-Cyano-1-methyl-5-phenyl-2,5-dihydro-1H-pyrrole-2,3,4-tricarboxylic acid trimethyl ester

Guidance literature:

In toluene; Heating;

upstream raw materials:

dimethyl acetylenedicarboxylate

1-Methyl-5-phenyl-1,5-dihydro-[1,2,3]triazole-4,4-dicarboxylic acid dimethyl ester

methyl bromide

water

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