5-Methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid ethyl ester

Base Information

• Chemical Name: 5-Methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid ethyl ester
• CAS No.: 7189-04-0
• Molecular Formula: C19H18N2O2
• Molecular Weight: 306.364
• DSSTox Substance ID: DTXSID40353547
• Nikkaji Number: J2.672.067B
• Wikidata: Q72490346
• Mol file: 7189-04-0.mol

Synonyms:7189-04-0;5-METHYL-1,3-DIPHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER;ethyl 5-methyl-1,3-diphenylpyrazole-4-carboxylate;1H-Pyrazole-4-carboxylic acid, 5-methyl-1,3-diphenyl-, ethyl ester;ethyl 5-methyl-1,3-diphenyl-1H-pyrazole-4-carboxylate;CBMicro_005008;SCHEMBL6264973;DTXSID40353547;SMSF0003355;STL406204;AKOS025251161;CB07035;BIM-0004895.P001;FT-0719804

Chemical Property of 5-Methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid ethyl ester

Chemical Property:

• Melting Point: 105-106 oC
• Boiling Point: 457.9 °C at 760 mmHg
• Flash Point: 230.8 °C
• PSA: 44.12000
• Density: 1.13g/cm³
• LogP: 4.02440
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 306.136827821
• Heavy Atom Count: 23
• Complexity: 389

Purity/Quality:

99% ^*data from raw suppliers

5-METHYL-1,3-DIPHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(N(N=C1C2=CC=CC=C2)C3=CC=CC=C3)C

Technology Process of 5-Methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid ethyl ester

There total 18 articles about 5-Methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid 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: 92.0%

ethyl acetoacetate (141-97-9) + benzaldehyde (100-52-7) + phenylhydrazine (100-63-0) → 5-methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid ethyl ester (7189-04-0)

Guidance literature:

benzaldehyde; phenylhydrazine; for 0.333333h; Neat (no solvent);

ethyl acetoacetate; With zinc trifluoromethanesulfonate; at 120 ℃; for 0.25h; regioselective reaction; Neat (no solvent);

DOI:10.1055/s-0030-1261202

Reference yield: 91.0%

2-(amino-phenyl-methylene)-3-oxo-butyric acid ethyl ester (21486-57-7) + phenylhydrazine (100-63-0) → 5-methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid ethyl ester (7189-04-0)

Guidance literature:

With toluene-4-sulfonic acid; In ethanol; Reflux;

DOI:10.1039/b813369g

Reference yield: 73.0%

ethyl acetoacetate (141-97-9) + benzonitrile (100-47-0) + aniline (62-53-3) → 5-methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid ethyl ester (7189-04-0)

Guidance literature:

ethyl acetoacetate; aniline; With indium(III) bromide; at 20 ℃; for 1h; Inert atmosphere; neat (no solvent);

benzonitrile; With copper diacetate; at 110 ℃; for 24h;

DOI:10.1002/anie.201002389

upstream raw materials:

ethyl acetoacetate

(E)-3-Ureido-but-2-enoic acid ethyl ester

benzaldehyde phenylhydrazone

diethyl ether

Downstream raw materials:

5-methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid

5-methyl-1,3-diphenyl-1H-pyrazole-4-carbohydrazide