Ethyl 4-chloro-1-ethyl-3-methyl-1H-pyrazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 4-chloro-1-ethyl-3-methyl-1H-pyrazole-5-carboxylate
• CAS No.: 128537-47-3
• Molecular Formula: C₉H₁₃ClN₂O₂
• Molecular Weight: 216.667
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID60564097
• Mol file: 128537-47-3.mol

Synonyms:128537-47-3;Ethyl 4-chloro-1-ethyl-3-methyl-1H-pyrazole-5-carboxylate;ethyl 4-chloro-2-ethyl-5-methylpyrazole-3-carboxylate;4-CHLORO-1-ETHYL-3-METHYL-1H-PYRAZOLE-5-CARBOXYLIC ACID ETHYL ESTER;Ethyl4-Chloro-1-ethyl-3-methyl-1H-pyrazole-5-carboxylate;Ethyl 4-chloro-3-ethyl-1-methylpyrazolyl-5-carboxylate;SCHEMBL22582787;DTXSID60564097;AKOS015909544;A805833

Chemical Property of Ethyl 4-chloro-1-ethyl-3-methyl-1H-pyrazole-5-carboxylate

Chemical Property:

• PSA: 44.12000
• LogP: 2.04150
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 216.0665554
• Heavy Atom Count: 14
• Complexity: 213

Purity/Quality:

98.5% ^*data from raw suppliers

Ethyl4-chloro-1-ethyl-3-methyl-1H-pyrazole-5-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C(=C(C(=N1)C)Cl)C(=O)OCC

Technology Process of Ethyl 4-chloro-1-ethyl-3-methyl-1H-pyrazole-5-carboxylate

There total 3 articles about Ethyl 4-chloro-1-ethyl-3-methyl-1H-pyrazole-5-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: 92.6%

1-ethyl-3-methyl-5-pyrazolecarboxylic acid ethyl ester (50920-64-4) → 1-ethyl-3-methyl-4-chloro-5-pyrazolecarboxylic acid ethyl ester (128537-47-3)

Guidance literature:

With sulfuryl dichloride; In ethyl acetate; at 20 ℃; for 3h;

Reference yield:

ethyl 5-methyl-2H-pyrazole-3-carboxylate (4027-57-0) → 1-ethyl-3-methyl-4-chloro-5-pyrazolecarboxylic acid ethyl ester (128537-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / acetonitrile / 3 h / Reflux

2: potassium carbonate; sulfuryl dichloride / 1,2-dichloro-ethane / 2.5 h / Reflux

With sulfuryl dichloride; potassium carbonate; In 1,2-dichloro-ethane; acetonitrile;

Reference yield:

1-ethyl-3-methyl-1H-pyrazole-5-carboxylic acid (50920-65-5) → 1-ethyl-3-methyl-4-chloro-5-pyrazolecarboxylic acid ethyl ester (128537-47-3)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl acetate / 2 h / 60 °C

2: sulfuryl dichloride / ethyl acetate / 3 h / 20 °C

With sulfuryl dichloride; In ethyl acetate;

upstream raw materials:

1-ethyl-3-methyl-5-pyrazolecarboxylic acid ethyl ester

ethyl 5-methyl-2H-pyrazole-3-carboxylate

1-ethyl-3-methyl-1H-pyrazole-5-carboxylic acid

Refernces

• 1、 -. "Phenyl ether oxadiazole insecticide". Paragraph 0020; 0024-0026. . Retrieved 2020/09/20.