5-methyl-2-[4-(4-methylphenyl)-2-thiazolyl]-4-[(2E)-2-(6-oxo-1-cyclohexa-2,4-dienylidene)hydrazinyl]-4H-pyrazol-3-one

Base Information

• Chemical Name: 5-methyl-2-[4-(4-methylphenyl)-2-thiazolyl]-4-[(2E)-2-(6-oxo-1-cyclohexa-2,4-dienylidene)hydrazinyl]-4H-pyrazol-3-one
• CAS No.: 5589-60-6
• Molecular Formula: C20H17N5O2S
• Molecular Weight: 391.4463
• DSSTox Substance ID: DTXSID10425806
• Mol file: 5589-60-6.mol

Synonyms:5589-60-6;(4E)-4-[2-(2-HYDROXYPHENYL)HYDRAZIN-1-YLIDENE]-3-METHYL-1-[4-(4-METHYLPHENYL)-1,3-THIAZOL-2-YL]-4,5-DIHYDRO-1H-PYRAZOL-5-ONE;AC1OBKHI;BDBM53947;cid_5720147;DTXSID10425806;MFCD01246809;AKOS001598406;AKOS005382994;4-[(N''E)-N''-(6-ketocyclohexa-2,4-dien-1-ylidene)hydrazino]-5-methyl-2-[4-(p-tolyl)thiazol-2-yl]-2-pyrazolin-3-one;5-methyl-2-[4-(4-methylphenyl)-1,3-thiazol-2-yl]-4-[(2E)-2-(6-oxidanylidenecyclohexa-2,4-dien-1-ylidene)hydrazinyl]-4H-pyrazol-3-one;5-methyl-2-[4-(4-methylphenyl)-1,3-thiazol-2-yl]-4-[(2E)-2-(6-oxocyclohexa-2,4-dien-1-ylidene)hydrazinyl]-4H-pyrazol-3-one;5-methyl-2-[4-(4-methylphenyl)-2-thiazolyl]-4-[(2E)-2-(6-oxo-1-cyclohexa-2,4-dienylidene)hydrazinyl]-4H-pyrazol-3-one

Chemical Property of 5-methyl-2-[4-(4-methylphenyl)-2-thiazolyl]-4-[(2E)-2-(6-oxo-1-cyclohexa-2,4-dienylidene)hydrazinyl]-4H-pyrazol-3-one

Chemical Property:

• Vapor Pressure: 5.04E-16mmHg at 25°C
• Boiling Point: 634.9°C at 760 mmHg
• Flash Point: 337.8°C
• Density: 1.41g/cm³
• XLogP3: 4.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 391.11029598
• Heavy Atom Count: 28
• Complexity: 647

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C2=CSC(=N2)N3C(=O)C(=C(N3)C)N=NC4=CC=CC=C4O

Technology Process of 5-methyl-2-[4-(4-methylphenyl)-2-thiazolyl]-4-[(2E)-2-(6-oxo-1-cyclohexa-2,4-dienylidene)hydrazinyl]-4H-pyrazol-3-one

There total 2 articles about 5-methyl-2-[4-(4-methylphenyl)-2-thiazolyl]-4-[(2E)-2-(6-oxo-1-cyclohexa-2,4-dienylidene)hydrazinyl]-4H-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: 73.0%

2-methyl-benzyl alcohol (89-95-2) + anthranilic acid nitrile (1885-29-6) → 2-[(2-methylbenzyl)amino]benzonitrile (5589-60-6)

Guidance literature:

With palladium diacetate; sodium 3-(diphenylphosphanyl)benzenesulfonate; In water; at 120 ℃; for 16h; Catalytic behavior; Sealed tube; Green chemistry;

DOI:10.1002/adsc.201501041

Reference yield: 61.0%

2-methylphenyl aldehyde (529-20-4) + anthranilic acid nitrile (1885-29-6) → 2-[(2-methylbenzyl)amino]benzonitrile (5589-60-6)

Guidance literature:

2-methylphenyl aldehyde; anthranilic acid nitrile; In methanol; at 45 - 50 ℃; Inert atmosphere;

With sodium tetrahydroborate; In methanol; at 0 - 5 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.7b02943

Reference yield:

2-[(2-methylbenzyl)amino]benzonitrile (5589-60-6) → 2-(2-methylphenyl)-4-phenyl-quinazoline (1229610-02-9)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 3 h / 10 - 30 °C / Inert atmosphere

2: iron(II) chloride; tert.-butylhydroperoxide / dimethyl sulfoxide; decane / 18 h / 25 °C

With tert.-butylhydroperoxide; iron(II) chloride; In tetrahydrofuran; decane; dimethyl sulfoxide;

DOI:10.1021/acs.joc.7b02943

upstream raw materials:

2-methyl-benzyl alcohol

anthranilic acid nitrile

2-methylphenyl aldehyde

Downstream raw materials:

2-(2-methylphenyl)-4-phenyl-quinazoline