ethyl 1,4-diMethyl-1H-pyrazole-5-carboxylate

Base Information

• Chemical Name: ethyl 1,4-diMethyl-1H-pyrazole-5-carboxylate
• CAS No.: 68809-64-3
• Molecular Formula: C8H12N2O2
• Molecular Weight: 168.195
• Hs Code.: 2933199090
• Mol file: 68809-64-3.mol

Synonyms:ethyl 1,4-dimethyl-1H-pyrazole-5-carboxylate;2,4-Dimethyl-2H-pyrazol-3-carbonsaeure-aethylester;Ethyl 1,4-dimethylpyrazole-5-carboxylate;1H-Pyrazole-5-carboxylic acid,1,4-dimethyl-,ethyl ester;Dimethyl-1,4-ethoxycarbonyl-5-pyrazol;2,4-dimethyl-2H-pyrazole-3-carboxylic acid ethyl ester;

Chemical Property of ethyl 1,4-diMethyl-1H-pyrazole-5-carboxylate

Chemical Property:

• PSA: 44.12000
• LogP: 0.90520
• Storage Temp.: 2-8°C

Purity/Quality:

NLT 98% ^*data from raw suppliers

2,4-Dimethyl-2H-pyrazole-3-carboxylic acid ethyl ester 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 1,4-diMethyl-1H-pyrazole-5-carboxylate

There total 5 articles about ethyl 1,4-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: 76.38%

methanol (67-56-1) + ethyl 4-methyl-1H-pyrazole-5-carboxylate (6076-12-6,856061-38-6) → ethyl 1,4-dimethyl-1H-pyrazole-5-carboxylate (68809-64-3)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 0 - 25 ℃; for 5h; Inert atmosphere;

Reference yield: 45.0%

ethyl 4-methyl-1H-pyrazole-5-carboxylate (6076-12-6,856061-38-6) + methyl iodide (74-88-4) → ethyl 1,4-dimethyl-1H-pyrazole-5-carboxylate (68809-64-3) + ethyl 1,4-dimethyl-1H-pyrazole-3-carboxylate (68809-65-4)

Guidance literature:

With sodium ethanolate; In ethanol; Ambient temperature;

DOI:10.1271/bbb1961.48.45

Reference yield: 29.0%

ethyl 4-methyl-1H-pyrazole-5-carboxylate (6076-12-6,856061-38-6) + methyl iodide (74-88-4) → ethyl 1,4-dimethyl-1H-pyrazole-5-carboxylate (68809-64-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 10h;

upstream raw materials:

diazomethane

Ethyl 2-butynoate

ethyl 4-methyl-1H-pyrazole-5-carboxylate

methyl iodide

Downstream raw materials:

2-(1,4-dimethyl-1H-pyrazol-5-yl)acetonitrile

N-Phenyl-1,4-dimethylpyrazole-5-carboxamide

1,4-dimethyl-5-pyrazole carboxylic acid

Refernces

• 1、 -. "AMIDO COMPOUNDS AS AhR MODULATORS". Paragraph 0695. . Retrieved 2019/02/06.
• 2、 Martins, Marcos A. P.,Freitag, Rogerio A.,Da Rosa, Adriano,Flores, Alex F. C.,Zanatta, Nilo,Bonacorso, Helio G.. "Haloacetylated enol ethers. 11 [16]. Synthesis of 1-methyl- and 1- phenyl pyrazole-3(5)-ethyl esters. A one-pot procedure". . p. 217 - 220. Retrieved 2007/10/03.