Ethyl 1-(3-chlorophenyl)-1H-pyrazole-4-carboxylate

Base Information

• Chemical Name: Ethyl 1-(3-chlorophenyl)-1H-pyrazole-4-carboxylate
• CAS No.: 110821-32-4
• Molecular Formula: C12H11ClN2O2
• Molecular Weight: 250.685
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID70549895
• Wikidata: Q82429087
• Mol file: 110821-32-4.mol

Synonyms:ETHYL 1-(3-CHLOROPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE;110821-32-4;ETHYL 1-(3-CHLOROPHENYL)PYRAZOLE-4-CARBOXYLATE;ETHYL1-(3-CHLOROPHENYL)-1H-PYRAZOLE-4-CARBOXYLATE;SCHEMBL5477505;DTXSID70549895;OMGQOMAGEQJXHL-UHFFFAOYSA-N;MFCD16036991;AKOS015899870;F73301

Chemical Property of Ethyl 1-(3-chlorophenyl)-1H-pyrazole-4-carboxylate

Chemical Property:

• Melting Point: 95-96℃ (ethanol )
• Boiling Point: 366.6±22.0 °C(Predicted)
• PKA: -2.88±0.12(Predicted)
• PSA: 44.12000
• Density: 1.27±0.1 g/cm3(Predicted)
• LogP: 2.70240
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 250.0509053
• Heavy Atom Count: 17
• Complexity: 275

Purity/Quality:

99% ^*data from raw suppliers

Ethyl1-(3-chlorophenyl)-1H-pyrazole-4-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CN(N=C1)C2=CC(=CC=C2)Cl

Technology Process of Ethyl 1-(3-chlorophenyl)-1H-pyrazole-4-carboxylate

There total 5 articles about Ethyl 1-(3-chlorophenyl)-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: 80.0%

5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxylic acid,ethyl ester (15001-08-8) → ethyl 1-(3-chlorophenyl)-1Hpyrazole-4-carboxylate (110821-32-4)

Guidance literature:

With isopentyl nitrite; In tetrahydrofuran; for 24h; Reflux;

DOI:10.1021/acs.jmedchem.9b01768

Reference yield: 65.0%

ethyl 2-formyl-3-oxopropanoate (80370-42-9) + m-chlorophenylhydrazine hydrochloride (2312-23-4) → ethyl 1-(3-chlorophenyl)-1Hpyrazole-4-carboxylate (110821-32-4)

Guidance literature:

In ethanol; at 0 - 20 ℃;

Reference yield:

ethyl (ethoxymethylene)cyanoacetate (42466-67-1,42466-69-3) → ethyl 1-(3-chlorophenyl)-1Hpyrazole-4-carboxylate (110821-32-4)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / ethanol / 20 h / Reflux

2: isopentyl nitrite / tetrahydrofuran / 24 h / Reflux

With potassium carbonate; isopentyl nitrite; In tetrahydrofuran; ethanol;

DOI:10.1021/acs.jmedchem.9b01768

upstream raw materials:

5-amino-1-(3-chlorophenyl)-1H-pyrazole-4-carboxylic acid,ethyl ester

ethyl 2-formyl-3-oxopropanoate

m-chlorophenylhydrazine hydrochloride

ethyl (ethoxymethylene)cyanoacetate

Downstream raw materials:

[1-(3-chlorophenyl)-1H-pyrazol-4-yl] methanol

1-(3-chlorophenyl)-1H-perazole-4-carboxylic acid