1H-Pyrazole-3-carboxylic acid, 4-phenyl-, ethyl ester

Base Information

• Chemical Name: 1H-Pyrazole-3-carboxylic acid, 4-phenyl-, ethyl ester
• CAS No.: 6963-62-8
• Molecular Formula: C12H12 N2 O2
• Molecular Weight: 216.239
• Hs Code.: 2933199090
• Mol file: 6963-62-8.mol

Synonyms:Pyrazole-3(or5)-carboxylic acid, 4-phenyl-, ethyl ester (7CI); Pyrazole-3-carboxylic acid,4-phenyl-, ethyl ester (8CI); NSC 55495

Chemical Property of 1H-Pyrazole-3-carboxylic acid, 4-phenyl-, ethyl ester

Chemical Property:

• Vapor Pressure: 1.51E-07mmHg at 25°C
• Melting Point: 164-165℃
• Boiling Point: 428.5°Cat760mmHg
• Flash Point: 212.9°C
• PSA: 54.98000
• Density: 1.196g/cm³
• LogP: 2.25340
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl4-phenyl-1H-pyrazole-3-carboxylate 97+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1H-Pyrazole-3-carboxylic acid, 4-phenyl-, ethyl ester

There total 15 articles about 1H-Pyrazole-3-carboxylic acid, 4-phenyl-, ethyl ester 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: 96.0%

diethyl benzalmalonate (5292-53-5) → ethyl 4-phenyl-1H-pyrazole-3-carboxylate (6963-62-8)

Guidance literature:

With ethanol; caesium carbonate; at 80 ℃; for 0.25h; Microwave irradiation;

DOI:10.1016/j.tet.2018.04.030

Reference yield: 77.0%

diazoacetic acid ethyl ester (623-73-4) + acetophenone (98-86-2) → ethyl 4-phenyl-1H-pyrazole-3-carboxylate (6963-62-8)

Guidance literature:

With pyrrolidine; In dimethyl sulfoxide; at 20 ℃; for 24h; regioselective reaction;

DOI:10.1002/chem.201300047

Reference yield: 70.0%

1-(p-methylphenylsulfonyl)-1-diazopropan-2-one (2725-60-2) + diethyl benzalmalonate (5292-53-5) → ethyl 4-phenyl-1H-pyrazole-3-carboxylate (6963-62-8)

Guidance literature:

With ethanol; caesium carbonate; at 0 ℃; for 4h; Reagent/catalyst; Temperature;

DOI:10.1016/j.tet.2018.04.030

upstream raw materials:

diazoacetic acid ethyl ester

(2-nitroethenyl)benzene

ethyl 2-diazo-3-phenyl-3-butenoate

ethyl 2-diazo-3-hydroxy-3-phenylbutanoate

Downstream raw materials:

2-methyl-4-phenyl-2H-pyrazole-3-carboxylic acid

4-phenyl-1⁽²⁾H-pyrazole-3-carboxylic acid hydrazide

4-phenyl-1H-pyrazole-3-carboxylic acid

4-phenyl-1H-pyrazole

Refernces

• 1、 Wang, Lei,Huang, Jiayao,Gong, Xiaojie,Wang, Jian. "Highly regioselective organocatalyzed synthesis of pyrazoles from diazoacetates and carbonyl compounds". supporting information. p. 7555 - 7560. Retrieved 2013/07/05.
• 2、 Faidallah,Makki,Elmassry,Hassan. "Synthesis and reactions of some ethyl 3-aroyl-4-aryl-2-pyrazoline-5-carboxylates". . p. 101 - 105. Retrieved 2007/10/03.