methyl 1-methyl-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: methyl 1-methyl-1H-pyrazole-4-carboxylate
• CAS No.: 5952-93-2
• Molecular Formula: C6H8N2O2
• Molecular Weight: 140.14000
• Hs Code.: 2933199090
• European Community (EC) Number: 871-784-7
• DSSTox Substance ID: DTXSID20435931
• Nikkaji Number: J829.501H
• Mol file: 5952-93-2.mol

Synonyms:methyl 1-methyl-1H-pyrazole-4-carboxylate;5952-93-2;Methyl 1-methylpyrazole-4-carboxylate;1-methyl-1H-Pyrazole-4-carboxylic acid methyl ester;MFCD11053755;1H-Pyrazole-4-carboxylic acid, 1-methyl-, methyl ester;SCHEMBL1493312;DTXSID20435931;HGQQQXMARFJNCP-UHFFFAOYSA-N;AMY12030;STL415241;AKOS009039289;PB43126;SY113242;TS-01825;CS-0061744;FT-0712132;EN300-232911;F17310;AB01002479-01;METHYL1-METHYL-1H-PYRAZOLE-4-CARBOXYLATE;F1905-6979;Z209762566

Chemical Property of methyl 1-methyl-1H-pyrazole-4-carboxylate

Chemical Property:

• Melting Point: 62.0-62.5 °C
• Boiling Point: 221.6±13.0 °C(Predicted)
• PKA: -0.01±0.10(Predicted)
• PSA: 44.12000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 0.20670
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 140.058577502
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

99.3% ^*data from raw suppliers

Methyl1-Methyl-1H-pyrazole-4-carboxylate ^*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)OC

Technology Process of methyl 1-methyl-1H-pyrazole-4-carboxylate

There total 7 articles about methyl 1-methyl-1H-pyrazole-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: 76.0%

1-methyl-1H-pyrazole-4-carboxylic acid (5952-92-1) + diazomethyl-trimethyl-silane (18107-18-1) → methyl ester of 1-methylpyrazole-4-carboxylic acid (5952-93-2)

Guidance literature:

With methanol; In hexanes; at 0 ℃; for 0.333333h;

Reference yield: 65.0%

4-iodo-1-methyl-1H-pyrazole (39806-90-1) + methanol (67-56-1) + carbon monoxide (201230-82-2) → methyl ester of 1-methylpyrazole-4-carboxylic acid (5952-93-2)

Guidance literature:

With palladium diacetate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 100 ℃; under 11251.1 Torr; continuous flow reactor;

DOI:10.1039/c1ob06017a

Reference yield: 42.8%

methanol (67-56-1) + 1-methyl-1H-pyrazole-4-carboxylic acid (5952-92-1) → methyl ester of 1-methylpyrazole-4-carboxylic acid (5952-93-2)

Guidance literature:

With hydrogenchloride;

DOI:10.1007/BF00949685

upstream raw materials:

methyl 5-amino-1-methylpyrazole-4-carboxylate

methanol

1-methyl-1H-pyrazole-4-carboxylic acid

methyl 3-amino-1-methylpyrazole-4-carboxylate

Downstream raw materials:

C₂₀H₂₄N₆OS

C₁₉H₂₄N₆OS

1-methyl-1H-pyrazole-4-carboxylic acid hydrazide

halosulfuron methyl

Refernces

• 1、 Gross, Ulrike,Koos, Peter,O'brien, Matthew,Polyzos, Anastasios,Ley, Steven V.. "A general continuous flow method for palladium catalysed carbonylation reactions using single and multiple tube-in-tube gas-liquid microreactors". supporting information. p. 6418 - 6430. Retrieved 2016/02/18.
• 2、 Koos, Peter,Gross, Ulrike,Polyzos, Anastasios,O'Brien, Matthew,Baxendale, Ian,Ley, Steven V.. "Teflon AF-2400 mediated gas-liquid contact in continuous flow methoxycarbonylations and in-line FTIR measurement of CO concentration". supporting information; experimental part. p. 6903 - 6908. Retrieved 2011/10/31.