Methyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate

Base Information

• Chemical Name: Methyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate
• CAS No.: 52867-42-2
• Molecular Formula: C6H8 N2 O3
• Molecular Weight: 156.141
• Hs Code.: 2933199090
• NSC Number: 196605
• DSSTox Substance ID: DTXSID40307924
• Wikidata: Q82055534
• Mol file: 52867-42-2.mol

Synonyms:52867-42-2;Methyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate;methyl 3-hydroxy-1-methyl-1H-pyrazole-5-carboxylate;Methyl 3-hydroxy-1-methylpyrazole-5-carboxylate;methyl 2-methyl-5-oxo-1H-pyrazole-3-carboxylate;MFCD00459835;NSC 196605;NSC196605;SCHEMBL286134;SCHEMBL20187370;DTXSID40307924;AMY10802;CCA86742;AKOS006271944;AKOS015863094;NSC-196605;SS-4901;AC-17221;SY126297;CS-0047149;FT-0693545;W11025;methyl 3-hydroxy-1-methyl-5-pyrazolecarboxylate;A870882;METHYL3-HYDROXY-1-METHYLPYRAZOLE-5-CARBOXYLATE;5-Hydroxy-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester;Methyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate, AldrichCPR

Chemical Property of Methyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 8.48E-05mmHg at 25°C
• Melting Point: 197 °C(Solv: methanol (67-56-1))
• Boiling Point: 330.7°Cat760mmHg
• PKA: 7.68±0.70(Predicted)
• Flash Point: 153.8°C
• PSA: 64.09000
• Density: 1.288g/cm³
• LogP: -0.50000
• Storage Temp.: 2-8°C
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 156.05349212
• Heavy Atom Count: 11
• Complexity: 234

Purity/Quality:

97% ^*data from raw suppliers

methyl3-hydroxy-1-methyl-1H-pyrazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrazole-3-carboxylate

There total 14 articles about Methyl 2-methyl-5-oxo-2,5-dihydro-1H-pyrazole-3-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: 91.0%

2-(1-Methylhydrazino)maleinsaeure-dimethylester (58364-79-7) → 5-hydroxy-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (52867-42-2)

Guidance literature:

With dimethyl acetylenedicarboxylate; at 110 ℃; for 0.0833333h; further reagents: MeNHNH₂, 2,4-pentanedione, cyclopentadiene;

Reference yield: 60.0%

dimethyl acetylenedicarboxylate (762-42-5) → 5-hydroxy-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (52867-42-2)

Guidance literature:

With methylhydrazine sulfuric acid; triethylamine; In methanol; for 15h; Reflux;

Reference yield: 55.0%

2-(1-Methylhydrazino)maleinsaeure-dimethylester (58364-79-7) → 1,3,5-trimethyl-1H-pyrazole (1072-91-9) + dimethyl 2-<5-hydroxy-3-(methoxycarbonyl)-1-methyl-4-pyrazolyl>fumarate (85963-51-5) + 5-hydroxy-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester (52867-42-2)

Guidance literature:

With acetylacetone; at 120 ℃; for 0.0833333h;

upstream raw materials:

2-(1-Methylhydrazino)maleinsaeure-dimethylester

cyclopenta-1,3-diene

dimethyl acetylenedicarboxylate

methylhydrazine

Downstream raw materials:

5-(2-biphenyl-4-yl-2-oxoethoxy)-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

2-methyl-5-(2-oxo-2-phenylethoxy)-2H-pyrazole-3-carboxylic acid methyl ester

5-[2-(4-chlorophenyl)-2-oxoethoxy]-2-methyl-2H-pyrazole-3-carboxylic acid methyl ester

2-methyl-5-(2-oxo-2-phenylethoxy)-2H-pyrazole-3-carboxylic acid