Ethyl 4-chloro-1,3-dimethyl-1H-pyrazole-5-carboxylate

Base Information

• Chemical Name: Ethyl 4-chloro-1,3-dimethyl-1H-pyrazole-5-carboxylate
• CAS No.: 119169-63-0
• Molecular Formula: C₈H₁₁ClN₂O₂
• Molecular Weight: 202.641
• Hs Code.: 2933199090
• DSSTox Substance ID: DTXSID10560625
• Wikidata: Q82444088
• Mol file: 119169-63-0.mol

Synonyms:119169-63-0;Ethyl 4-chloro-1,3-dimethyl-1H-pyrazole-5-carboxylate;4-Chloro-1,3-dimethyl-1H-pyrazole-5-carboxylic acid ethyl ester;ETHYL 4-CHLORO-2,5-DIMETHYLPYRAZOLE-3-CARBOXYLATE;SCHEMBL8310828;DTXSID10560625;SQOGOQOITFUZNT-UHFFFAOYSA-N;MFCD02253804;AKOS022179585;LS-10900;CS-0335055;A804213;ethyl 4-chloro-1,3-dimethylpyrazole-5-carboxylate;Ethyl4-chloro-1,3-dimethyl-1H-pyrazole-5-carboxylate;1H-Pyrazole-5-carboxylic acid, 4-chloro-1,3-dimethyl-, ethyl ester

Chemical Property of Ethyl 4-chloro-1,3-dimethyl-1H-pyrazole-5-carboxylate

Chemical Property:

• PSA: 44.12000
• LogP: 1.55860
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 202.0509053
• Heavy Atom Count: 13
• Complexity: 201

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-Chloro-1,3-dimethyl-1H-pyrazole-5-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(C(=NN1C)C)Cl

Technology Process of Ethyl 4-chloro-1,3-dimethyl-1H-pyrazole-5-carboxylate

There total 4 articles about Ethyl 4-chloro-1,3-dimethyl-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: 95.0%

ethyl 1,3-dimethylpyrazole-5-carboxylate (5744-40-1) → ethyl 1,3-dimethyl-4-chloropyrazole-5-carboxylate (119169-63-0)

Guidance literature:

With sulfuryl dichloride; In 1,2-dichloro-ethane; for 2h; Reflux;

DOI:10.1515/hc-2017-0110

Reference yield:

ethyl 2,4-diketopentanoate (615-79-2) → ethyl 1,3-dimethyl-4-chloropyrazole-5-carboxylate (119169-63-0)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrazine hydrate / ethanol / -5 - 0 °C

2: N,N-dimethyl-formamide / 3 h / 60 °C

3: sulfuryl dichloride / 1,2-dichloro-ethane / 2 h / Reflux

With sulfuryl dichloride; hydrazine hydrate; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1002/jhet.2682

Reference yield:

ethyl 5-methyl-2H-pyrazole-3-carboxylate (4027-57-0) → ethyl 1,3-dimethyl-4-chloropyrazole-5-carboxylate (119169-63-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N,N-dimethyl-formamide / 3 h / 60 °C

2: sulfuryl dichloride / 1,2-dichloro-ethane / 2 h / Reflux

With sulfuryl dichloride; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1002/jhet.2682

upstream raw materials:

ethyl 1,3-dimethylpyrazole-5-carboxylate

ethyl 2,4-diketopentanoate

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

Downstream raw materials:

1,3-dimethyl-4-chloropyrazole-5-carboxylic acid

1,3-dimethyl-4-chloropyrazole-5-carboxylic acid chloride