1-methyl-1H-pyrazole-3,4-dicarboxylic acid

Base Information

• Chemical Name: 1-methyl-1H-pyrazole-3,4-dicarboxylic acid
• CAS No.: 10505-21-2
• Molecular Formula: C₆H₆N₂O₄
• Molecular Weight: 170.125
• European Community (EC) Number: 835-421-6
• Nikkaji Number: J803.095B
• Mol file: 10505-21-2.mol

Synonyms:1-methyl-1H-pyrazole-3,4-dicarboxylic acid;10505-21-2;1-methylpyrazole-3,4-dicarboxylic acid;MFCD00464255;SCHEMBL2805806;1-methyl-3,4-pyrazoledicarboxylic;AKOS000314799;LS-10075;1-methyl-1H-pyrazole-3,4-dicarboxylicacid;CS-0217911;EN300-92705

Chemical Property of 1-methyl-1H-pyrazole-3,4-dicarboxylic acid

Chemical Property:

• XLogP3: -0.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 170.03275668
• Heavy Atom Count: 12
• Complexity: 218

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Methyl-1H-pyrazole-3,4-dicarboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-methyl-1H-pyrazole-3,4-dicarboxylic acid

There total 10 articles about 1-methyl-1H-pyrazole-3,4-dicarboxylic acid 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:

1,3-dimethyl-1H-pyrazole-4-carbaldehyde (25016-12-0) → 1,3-dimethyl-1H-pyrazole-4-carboxylic acid (78703-53-4) + 1-methylpyrazole-3,4-dicarboxylic acid (10505-21-2)

Guidance literature:

With sodium hydroxide; In water; at 70 ℃; Electrochemical reaction;

DOI:10.1007/s11172-012-0156-9

Reference yield:

3-(Hydroxyimino-methyl)-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester → 1-methylpyrazole-3,4-dicarboxylic acid (10505-21-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NCS, 2.) NaSH / 1.) DMF, RT, 2 h, 2.) EtOH, H₂O

2: 58 percent / conc. aq. HCl / ethanol / 6 h / Heating

3: 1.) KOH, 2.) 2N aq. NaOH / 1.) EtOH, reflux, 2 h, 2.) reflux, 1.5 h

With hydrogenchloride; potassium hydroxide; sodium hydroxide; N-chloro-succinimide; sodium hydrogensulfide; In ethanol;

DOI:10.1002/jhet.5570340210

Reference yield:

4-acetyl-1-methylpyrazole-3-carboxylic acid (75239-15-5) → 1-methylpyrazole-3,4-dicarboxylic acid (10505-21-2)

Guidance literature:

With sodium hydroxide; sodium hypochlorite; at 70 ℃; for 5h;

upstream raw materials:

4-acetyl-1-methylpyrazole-3-carboxylic acid

3-cyano-1-methyl-1H-pyrazole-4-carboxylic acid ethyl ester

4-hydroxy-3-methyl-3-thiophenecarboxylic acid ethyl ester

5-[(E)-Hydroxyimino]-4-oxo-4,5-dihydro-thiophene-3-carboxylic acid ethyl ester

Refernces

• 1、 Robey,Alt,Van Meter. "Reaction of 4-Hydroxy-5-oximino-3-thiophenecarboxylates with Hydrazines. Formation of Pyrazolylthiohydroxamic Acids". . p. 413 - 428. Retrieved 2007/10/03.