ethyl 3-methyl-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: ethyl 3-methyl-1H-pyrazole-4-carboxylate
• CAS No.: 85290-78-4
• Molecular Formula: C7H10 N2 O2
• Molecular Weight: 154.169
• Hs Code.: 2933119000
• European Community (EC) Number: 839-637-1
• NSC Number: 19454
• DSSTox Substance ID: DTXSID101005779
• Nikkaji Number: J2.073.996G,J2.142.335A
• Wikidata: Q83001292
• Mol file: 85290-78-4.mol

Synonyms:85290-78-4;ethyl 3-methyl-1H-pyrazole-4-carboxylate;ethyl 5-methyl-1H-pyrazole-4-carboxylate;Ethyl 3-Methylpyrazole-4-carboxylate;861585-81-1;Ethyl 5-methylpyrazole-4-carboxylate;Ethyl-3-methyl-1H-pyrazole-4-carboxylate;1H-Pyrazole-4-carboxylic acid, 3-methyl-, ethyl ester;3-Methyl-1H-pyrazole-4-carboxylic acid ethyl ester;5-METHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;1195595-63-1;NSC19454;Pyrazole carboxylic ester 3;SCHEMBL263628;BDBM14780;DTXSID101005779;AMY20484;AMY32872;MFCD00233457;MFCD08443874;NSC-19454;AKOS001385630;AKOS005070825;AB45243;CS-W013290;SY010183;ETHYL-3-METHYLPYRAZOLE-4-CARBOXYLATE;FT-0668334;FT-0728330;EN300-26767;A22050;F31223;3-methyl-pyrazole-4-carboxylic acid ethyl ester;6Z-0609;W-203944;Z234808486

Chemical Property of ethyl 3-methyl-1H-pyrazole-4-carboxylate

Chemical Property:

• Melting Point: 49-52°C
• Boiling Point: 280.6±20.0 °C(Predicted)
• PKA: 12.26±0.50(Predicted)
• PSA: 54.98000
• Density: 1.171±0.06 g/cm3(Predicted)
• LogP: 0.89480
• Storage Temp.: Room temperature.
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 154.074227566
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

97% ^*data from raw suppliers

Ethyl 3-methylpyrazole-4-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=C(NN=C1)C
• Uses: Shows systemic antifungal activity accompanied by high levels of phytotoxicity

Technology Process of ethyl 3-methyl-1H-pyrazole-4-carboxylate

There total 10 articles about ethyl 3-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: 93.0%

α-acetyl-α-(dimethylaminomethylene)acetic acid,ethyl ester (134653-70-6) → ethyl 3-methylpyrazole-4-carboxylate (85290-78-4,861585-81-1)

Guidance literature:

With hydrazine hydrate; In dichloromethane; at 20 - 30 ℃; for 3h;

Reference yield: 89.0%

Vilsmeier reagent (3724-43-4,149409-22-3) + 3-hydrazono-butyric acid ethyl ester → ethyl 3-methylpyrazole-4-carboxylate (85290-78-4,861585-81-1)

Guidance literature:

Vilsmeier reagent; 3-hydrazono-butyric acid ethyl ester; In dichloromethane; at 0 - 5 ℃; for 0.25h;

for 0.0833333h; microwave irradiation;

DOI:10.1002/jhet.5570410316

Reference yield: 87.8%

ethyl acetoacetate (141-97-9) + N,N-dimethyl-formamide dimethyl acetal (4637-24-5) → ethyl 3-methylpyrazole-4-carboxylate (85290-78-4,861585-81-1)

Guidance literature:

ethyl acetoacetate; N,N-dimethyl-formamide dimethyl acetal; In tetrahydrofuran; at 70 ℃; for 2h;

With hydrazine hydrate; In ethanol; at 80 ℃; for 16h;

upstream raw materials:

(E)-2-(ethoxymethylene)-3-oxobutanoic acid ethyl ester

Vilsmeier reagent

ethyl acetoacetate

ethanol

Downstream raw materials:

1,5-dimethylpyrazole-4-carboxylic acid

1,3-dimethyl-1H-pyrazole-4-carboxylic acid chloride

1,3-dimethyl-1H-pyrazole-4-carboxylic acid