(4Z)-5-methyl-4-(4-methylbenzylidene)-2-phenyl-2,4-dihydro-3H-pyrazol-3-one

Base Information

• Chemical Name: (4Z)-5-methyl-4-(4-methylbenzylidene)-2-phenyl-2,4-dihydro-3H-pyrazol-3-one
• CAS No.: 53316-56-6
• Molecular Formula: C18H16N2O
• Molecular Weight: 276.338
• European Community (EC) Number: 657-228-4
• ChEMBL ID: CHEMBL4293062
• Mol file: 53316-56-6.mol

Synonyms:(4Z)-5-methyl-4-(4-methylbenzylidene)-2-phenyl-2,4-dihydro-3H-pyrazol-3-one;CHEMBL4293062;STK140468;AKOS000606084;SR-01000358036;SR-01000358036-1;5-METHYL-4-(4-METHYLBENZYLIDENE)-2-PHENYL-2,4-DIHYDRO-3H-PYRAZOL-3-ONE

Chemical Property of (4Z)-5-methyl-4-(4-methylbenzylidene)-2-phenyl-2,4-dihydro-3H-pyrazol-3-one

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 276.126263138
• Heavy Atom Count: 21
• Complexity: 452

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=C2C(=NN(C2=O)C3=CC=CC=C3)C
• Isomeric SMILES: CC1=CC=C(C=C1)/C=C\2/C(=NN(C2=O)C3=CC=CC=C3)C

Technology Process of (4Z)-5-methyl-4-(4-methylbenzylidene)-2-phenyl-2,4-dihydro-3H-pyrazol-3-one

There total 4 articles about (4Z)-5-methyl-4-(4-methylbenzylidene)-2-phenyl-2,4-dihydro-3H-pyrazol-3-one 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: 71.0%

4-Methylbenzyl alcohol (589-18-4) + edaravone (89-25-8) → 4-(4-methylbenzylidene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (53316-56-6) + C28H26N4O2

Guidance literature:

With tert.-butylhydroperoxide; C₁₂H₁₅Cl₂N₄OPdS; acetic acid; at 90 ℃; for 6h;

DOI:10.1039/c6ra22779a

Reference yield: 45.0%

4-methyl-benzaldehyde (104-87-0) + edaravone (89-25-8) → 4-(4-methylbenzylidene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (53316-56-6)

Guidance literature:

With potassium fluoride on basic alumina; In methanol; at 60 - 70 ℃;

DOI:10.1081/SCC-100000191

Reference yield:

phenylhydrazine (100-63-0) → 4-(4-methylbenzylidene)-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (53316-56-6)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic acid / 20 °C

2: acetic acid; sodium acetate / Reflux

With sodium acetate; acetic acid;

DOI:10.1039/c3cc38386e

upstream raw materials:

4-methyl-benzaldehyde

edaravone

phenylhydrazine

4-Methylbenzyl alcohol

Downstream raw materials:

C₂₈H₂₄N₄O₂S