2,4-Dihydro-5-methyl-2-(4-methylphenyl)-3H-pyrazol-3-one

Base Information

• Chemical Name: 2,4-Dihydro-5-methyl-2-(4-methylphenyl)-3H-pyrazol-3-one
• CAS No.: 86-92-0
• Molecular Formula: C11H12N2O
• Molecular Weight: 188.229
• Hs Code.: 2933199090
• European Community (EC) Number: 201-708-4
• DSSTox Substance ID: DTXSID6052588
• Nikkaji Number: J40.198F
• Wikidata: Q27281606
• ChEMBL ID: CHEMBL3740157
• Mol file: 86-92-0.mol

Synonyms:86-92-0;2,4-Dihydro-5-methyl-2-(4-methylphenyl)-3H-pyrazol-3-one;3-Methyl-1-p-tolyl-5-pyrazolone;3-Methyl-1-(p-tolyl)-1H-pyrazol-5(4H)-one;3H-Pyrazol-3-one, 2,4-dihydro-5-methyl-2-(4-methylphenyl)-;5-methyl-2-(4-methylphenyl)-4H-pyrazol-3-one;1-(p-Tolyl)-3-methyl-5-pyrazolone;3-Methyl-1-p-tolyl-pyrazolin-5-one;EINECS 201-708-4;BRN 0610651;2-Pyrazolin-5-one, 3-methyl-1-p-tolyl-;2-Pyrazolin-5-one, 3-methyl-1-(4-methylphenyl)-;3-methyl-1-(4-methylphenyl)-4,5-dihydro-1H-pyrazol-5-one;EC 201-708-4;Tolylmethylpyrazolone;5-methyl-2-(p-tolyl)-4H-pyrazol-3-one;3-Methyl-1-(p-tolyl)-2-pyrazolin-5-one;UNII-JOR5BL098G;SCHEMBL2203669;CHEMBL3740157;DTXSID6052588;IOQOLGUXWSBWHR-UHFFFAOYSA-;5-Methyl-2-(4-methylphenyl)-2,4-dihydro-3H-pyrazol-3-one;HMS1668I09;MFCD00035708;STK047562;AKOS000289051;CS-W016788;SDCCGMLS-0066222.P001;AC-14556;LS-128911;3-methyl-1-p-tolyl-1H-pyrazol-5(4H)-one;FT-0631410;M0554;5-methyl-2-p-tolyl-2,4-dihydropyrazol-3-one;5E-930;EN300-110803;H10774;SR-01000467427;SR-01000467427-1;W-109315;Q27281606;5-Methyl-2-(4-methylphenyl)-2,4-dihydro-3H-pyrazol-3-one #;5-Methyl-2-(4-methylphenyl)-2,4-dihydro-3H-pyrazol-3-one, AldrichCPR

Chemical Property of 2,4-Dihydro-5-methyl-2-(4-methylphenyl)-3H-pyrazol-3-one

Chemical Property:

• Appearance/Colour: Light yellow crystalline powder
• Vapor Pressure: 0.000582mmHg at 25°C
• Melting Point: 129 °C
• Refractive Index: 1.578
• Boiling Point: 365.1 °C at 760 mmHg
• PKA: 2.73±0.50(Predicted)
• Flash Point: 174.6 °C
• PSA: 32.67000
• Density: 1.15 g/cm³
• LogP: 1.60820
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.094963011
• Heavy Atom Count: 14
• Complexity: 265

Purity/Quality:

99% ^*data from raw suppliers

2,4-Dihydro-5-methyl-2-(4-methylphenyl)-3H-Pyrazol-3-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=NN(C(=O)C1)C2=CC=C(C=C2)C
• Uses: 2,4-Dihydro-5-methyl-2-(4-methylphenyl)-3H-Pyrazol-3-one is used as an antioxidant. Edaravone (E335000) derivative.

Technology Process of 2,4-Dihydro-5-methyl-2-(4-methylphenyl)-3H-pyrazol-3-one

There total 8 articles about 2,4-Dihydro-5-methyl-2-(4-methylphenyl)-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: 97.0%

5-methyl-2-p-tolylpyrazolidin-3-one (17028-79-4) → 3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one (86-92-0)

Guidance literature:

With sodium anthraquinone-2-sulfonate; palladium diacetate; potassium carbonate; In chlorobenzene; at 110 ℃; for 6h;

DOI:10.1016/j.tetlet.2019.03.063

Reference yield: 96.5%

4-methyleneoxetan-2-one (674-82-8,2130-41-8) + N-4-methylphenylhydrazine (539-44-6) → 3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one (86-92-0)

Guidance literature:

4-methyleneoxetan-2-one; With ammonium hydroxide; at 0 ℃; for 2h;

N-4-methylphenylhydrazine; at 15 ℃; for 2.5h;

With hydrogenchloride; In water; for 0.5h; pH=1;

Reference yield: 83.0%

ethyl acetoacetate (141-97-9) + N-4-methylphenylhydrazine (539-44-6) → 3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one (86-92-0)

Guidance literature:

With acetic acid; at 100 ℃; for 1h;

DOI:10.1055/s-0035-1561460

upstream raw materials:

ethyl acetoacetate

N-4-methylphenylhydrazine

4-tolyl iodide

3-methyl-2-pyrazoline-5-one

Downstream raw materials:

3-methyl-1-p-tolyl-1H-pyrazol-5-yl trifluoromethanesulfonate

3-methyl-1-p-tolyl-4-(trifluoromethylsulfonyl)-1H-pyrazol-5-ol

3-methyl-4-(3-oxobutyl)-1-(p-tolyl)-1H-pyrazol-5-yl acetate

4,4'-(3-methyl-5-oxo-1-(p-tolyl)-4,5-dihydro-1H-pyrazole-4,4-diyl)bis(butan-2-one)

Refernces

• 1、 Dhole, Sandip,Huang, Wan-Wen,Huang, Ying-Ti,Lin, Chih-Yu,Sun, Chung-Ming. "Rhodium-Catalyzed [4+2] Annulation of N-Aryl Pyrazolones with Diazo Compounds To Access Pyrazolone-Fused Cinnolines". supporting information. p. 4984 - 4992. Retrieved 2021/09/28.
• 2、 Fang, Feifei,Han, Xu,Hu, Shulei,Li, Chunpu,Liu, Hong,Wang, Qian,Wang, Run,Zhou, Yu. "Catalytic System-Controlled Divergent Reaction Strategies for the Construction of Diversified Spiropyrazolone Skeletons from Pyrazolidinones and Diazopyrazolones". supporting information. p. 21327 - 21333. Retrieved 2021/08/20.