1,5-Dimethyl-2-(p-tolyl)-1H-pyrazol-3(2H)-one

Base Information

• Chemical Name: 1,5-Dimethyl-2-(p-tolyl)-1H-pyrazol-3(2H)-one
• CAS No.: 56430-08-1
• Molecular Formula: C12H14 N2 O
• Molecular Weight: 202.256
• Hs Code.: 2933199090
• European Community (EC) Number: 260-175-6
• DSSTox Substance ID: DTXSID60204986
• Nikkaji Number: J296.671I
• Wikidata: Q83078476
• Mol file: 56430-08-1.mol

Synonyms:56430-08-1;1,5-Dimethyl-2-(p-tolyl)-1H-pyrazol-3(2H)-one;2,3-DIMETHYL-1-(4-METHYLPHENYL)-3-PYRAZOLIN-5-ONE;1,5-dimethyl-2-(4-methylphenyl)pyrazol-3-one;1,2-Dihydro-1,5-dimethyl-2-(p-tolyl)-3H-pyrazol-3-one;EINECS 260-175-6;SCHEMBL5052007;DTXSID60204986;MFCD00003140;AKOS016008794;AB92805;DS-2745;4 inverted exclamation mark -Methylphenazone;CS-0153056;FT-0640387;1,5-dimethyl-2-p-tolyl-1H-pyrazol-3(2H)-one;A869951;1,5-dimethyl-2-(4-methylphenyl)-2,3-dihydro-1H-pyrazol-3-one

Chemical Property of 1,5-Dimethyl-2-(p-tolyl)-1H-pyrazol-3(2H)-one

Chemical Property:

• Vapor Pressure: 0.000485mmHg at 25°C
• Melting Point: 130-137 °C
• Refractive Index: 1.6660 (estimate)
• Boiling Point: 313.8°Cat760mmHg
• Flash Point: 131.8°C
• PSA: 26.93000
• Density: 1.129g/cm³
• LogP: 1.79280
• Storage Temp.: Refrigerator (+4°C)
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 202.110613074
• Heavy Atom Count: 15
• Complexity: 290

Purity/Quality:

98%,99%, ^*data from raw suppliers

4’-Methylphenazone ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36
• Safety Statements: 24/25-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)N2C(=O)C=C(N2C)C
• Uses: A metabolite of the antipyrine analgesic drug Phenazone.

Technology Process of 1,5-Dimethyl-2-(p-tolyl)-1H-pyrazol-3(2H)-one

There total 7 articles about 1,5-Dimethyl-2-(p-tolyl)-1H-pyrazol-3(2H)-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: 45.0%

3-methyl-1-(4-methylphenyl)-2-pyrazolin-5-one (86-92-0) + methyl iodide (74-88-4) → 1,5-dimethyl-2-(p-tolyl)-1,2-dihydro-3H-pyrazol-3-one (56430-08-1)

Guidance literature:

In acetonitrile; at 120 ℃; for 17h; Darkness; Sealed tube;

DOI:10.1016/j.tet.2019.130916

Reference yield:

3-methyl-1-(4'-methylphenyl)-5-pyrazolone (35496-19-6) + methyl iodide (74-88-4) → 1,5-dimethyl-2-(p-tolyl)-1,2-dihydro-3H-pyrazol-3-one (56430-08-1)

Guidance literature:

With methanol; at 100 ℃;

Reference yield:

ethyl acetoacetate (141-97-9) + N-4-methylphenylhydrazine (539-44-6) + methyl iodide (74-88-4) → 1,5-dimethyl-2-(p-tolyl)-1,2-dihydro-3H-pyrazol-3-one (56430-08-1)

Guidance literature:

ethyl acetoacetate; N-4-methylphenylhydrazine; In toluene; at 120 ℃; for 17h; Sealed tube; Molecular sieve; Darkness;

methyl iodide; In toluene; acetonitrile; at 120 ℃; for 17h; Sealed tube; Darkness;

DOI:10.3762/bjoc.9.240

upstream raw materials:

3-methyl-1-(4'-methylphenyl)-5-pyrazolone

methyl iodide

N-4-methylphenylhydrazine

ethyl acetoacetate

Downstream raw materials:

1,5-dimethyl-2-p-tolyl-4-(2,2,2-trichloro-1-hydroxy-ethyl)-1,2-dihydro-pyrazol-3-one

chloro(2,3-dimethyl-1-(4'-methylphenyl)-3-pyrazoline-5-one)(o-hydroxyacetophenonato)mercury(II)

Refernces

• 1、 Changmai, Sumi,Sultana, Sabera,Sarma, Bipul,Gogoi, Sanjib. "Pd(ii)-Catalyzed alkyne annulation through allylic isomerization: synthesis of spiro-cyclopentadiene pyrazolones". supporting information. p. 6027 - 6030. Retrieved 2021/06/21.
• 2、 Xiao, Yan,Wu, Xiaopeng,Teng, Jiangang,Sun, Song,Yu, Jin-Tao,Cheng, Jiang. "Copper-catalyzed acylation of pyrazolones with aldehydes to afford 4-acylpyrazolones". . p. 7552 - 7557. Retrieved 2019/08/20.