Ethyl 5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylate

Base Information

• Chemical Name: Ethyl 5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylate
• CAS No.: 89-33-8
• Molecular Formula: C12H12N2O3
• Molecular Weight: 232.239
• Hs Code.: 2933199090
• European Community (EC) Number: 201-899-4
• NSC Number: 57876,49150
• DSSTox Substance ID: DTXSID5044738
• Nikkaji Number: J68.931I
• Wikidata: Q27269813
• ChEMBL ID: CHEMBL1525042
• Mol file: 89-33-8.mol

Synonyms:89-33-8;Ethyl 5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylate;Ethyl 5-oxo-1-phenyl-2-pyrazoline-3-carboxylate;1-Phenyl-3-carbethoxypyrazolone;ethyl 5-oxo-1-phenyl-4H-pyrazole-3-carboxylate;3-(Ethoxycarbonyl)-1-phenyl-5-pyrazolone;1H-Pyrazole-3-carboxylic acid, 4,5-dihydro-5-oxo-1-phenyl-, ethyl ester;UNII-87C344GV0D;DTXSID5044738;Ethyl 1-phenyl-5-pyrazolinone-3-carboxylate;EINECS 201-899-4;MFCD00020764;NSC 49150;1-Phenyl-3-ethoxycarbonyl-5-pyrazalone;1-Phenyl-5-oxo-2-pyrazoline-3-carboxylic acid, ethyl ester;2-Pyrazoline-3-carboxylic acid, 5-oxo-1-phenyl-, ethyl ester;EC 201-899-4;2-Pyrazoline-3-carboxylic acid, ethyl ester;1H-Pyrazole-3-carboxylic acid,5-dihydro-5-oxo-1-phenyl-, ethyl ester;CARBETHOXYPYRAZOLONE;Oprea1_379823;Oprea1_648371;MLS000711712;SCHEMBL3407816;2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one;CHEMBL1525042;DTXCID3024738;HMS1674J20;HMS2764N09;NSC49150;NSC57876;Tox21_301999;AKOS000119711;CAS-89-33-8;NCGC00245489-01;NCGC00256175-01;DS-13222;SMR000281479;CS-0151664;FT-0623458;EN300-21390;C77005;ethyl-5-oxo-1-phenyl-2-pyrazolin-3-carboxylat;A843133;SR-01000432885;SR-01000432885-1;W-109327;Q27269813;Z104495780;1-Phenyl-5-oxo-2-pyrazoline-3-carboxylic acid ethyl ester;Ethyl 5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylate #

Chemical Property of Ethyl 5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylate

Chemical Property:

• Appearance/Colour: yellow to brown crystalline powder
• Vapor Pressure: 0.00012mmHg at 25°C
• Melting Point: 181.5-182.5 °C
• Refractive Index: 1.594
• Boiling Point: 335.3 °C at 760 mmHg
• PKA: -0.36±0.50(Predicted)
• Flash Point: 156.6 °C
• PSA: 58.97000
• Density: 1.25 g/cm³
• LogP: 0.84300
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 232.08479225
• Heavy Atom Count: 17
• Complexity: 346

Purity/Quality:

99.9% ^*data from raw suppliers

ETHYL 5-OXO-1-PHENYL-2-PYRAZOLINE-3-CARBOXYLATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1=NN(C(=O)C1)C2=CC=CC=C2

Technology Process of Ethyl 5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-carboxylate

There total 3 articles about Ethyl 5-oxo-1-phenyl-4,5-dihydro-1H-pyrazole-3-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:

phenylhydrazine hydrochloride (59-88-1) + diethyl oxaloacetate (108-56-5) → 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one (89-33-8)

Guidance literature:

In ethanol; at 75 ℃; for 7h;

DOI:10.1002/anie.202105857

Reference yield:

C6H6N2*(x)ClH + acetylenedicarboxylic acid diethyl ester (762-21-0) → 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one (89-33-8)

Guidance literature:

C₆H₆N₂*(x)ClH; With sodium acetate; In ethanol; water; at 20 ℃; for 0.0833333h;

acetylenedicarboxylic acid diethyl ester; In ethanol; water; for 3h; Reflux;

DOI:10.1021/acs.joc.7b00089

Reference yield:

→ 2,4-dihydro-2-phenyl-5-ethoxycarbonyl-3H-pyrazol-3-one (89-33-8)

Guidance literature:

Diethyloxalacetat-Na u. Phenylhydrazin;

upstream raw materials:

acetylenedicarboxylic acid diethyl ester

phenylhydrazine hydrochloride

diethyl oxaloacetate

Refernces

• 1、 Mukherjee, Prasun,Das, Asish R.. "Spirocyclopropanes from Intramolecular Cyclopropanation of Pyranopyrazoles and Pyranopyrimidine-diones and Lewis Acid Mediated (3 + 2) Cycloadditions of Spirocyclopropylpyrazolones". . p. 2794 - 2802. Retrieved 2017/03/14.