1-Phenyl-3-methyl-4-diazo-1H-pyrazole-5(4H)-one

Base Information

• Chemical Name: 1-Phenyl-3-methyl-4-diazo-1H-pyrazole-5(4H)-one
• CAS No.: 1781-33-5
• Molecular Formula: C10H9N4O+
• Molecular Weight: 200.2
• Hs Code.: 2933199090
• Mol file: 1781-33-5.mol

Synonyms:4-diazo-3-methyl-1-phenyl-5-oxo-2-pyrazoline;1-Phenyl-3-methyl-4-diazo-5-pyrazolon;4-diazo-5-methyl-2-phenyl-5-pyrazolin-3-on;2-Pyrazolin-5-one,4-diazo-3-methyl-1-phenyl;4-diazo-3-methyl-1-phenyl-2-pyrazolin-5-one;4-diazo-3-methyl-1-phenylpyrazolin-5-one;3H-Pyrazol-3-one,4-diazo-2,4-dihydro-5-methyl-2-phenyl;4-diazo-5-methyl-2-phenyl-2,4-dihydro-pyrazol-3-one;

Chemical Property of 1-Phenyl-3-methyl-4-diazo-1H-pyrazole-5(4H)-one

Chemical Property:

• PSA: 70.06000
• LogP: 0.66156

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-Phenyl-3-methyl-4-diazo-1H-pyrazole-5(4H)-one

There total 4 articles about 1-Phenyl-3-methyl-4-diazo-1H-pyrazole-5(4H)-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: 76.0%

edaravone (89-25-8) → 4-diazo-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (1781-33-5)

Guidance literature:

With hydrogenchloride; 4-toluenesulfonyl azide; triethylamine; In N,N-dimethyl-formamide; for 0.25h;

Reference yield: 61.0%

ethyl 2-diazo-3-oxobutanoate (2009-97-4) + phenylhydrazine (100-63-0) → 4-diazo-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (1781-33-5)

Guidance literature:

In acetonitrile; at 70 ℃; for 24h; Inert atmosphere;

DOI:10.1002/adsc.201500197

Reference yield:

phenylhydrazine hydrochloride (59-88-1) → 4-diazo-5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one (1781-33-5)

Guidance literature:

Multi-step reaction with 2 steps

1: ethanol / 7 h / 75 °C

2: 4-toluenesulfonyl azide; triethylamine / acetonitrile / 3 h / 0 - 20 °C

With 4-toluenesulfonyl azide; triethylamine; In ethanol; acetonitrile;

DOI:10.1002/anie.202105857

upstream raw materials:

edaravone

ethyl 2-diazo-3-oxobutanoate

phenylhydrazine

phenylhydrazine hydrochloride

Downstream raw materials:

dimethyl 4-methyl-7-oxo-6-phenyl-6H-pyrazolo<1,5-d><1,2,4>triazine-2,3-dicarboxylate

4-((4-methoxyphenyl)diazenyl)-3-methyl-1-phenyl-1H-pyrazol-5-ol

3-methyl-4-(naphthalen-1-yldiazenyl)-1-phenyl-1H-pyrazol-5-ol

methyl 7-oxo-4-methyl-2,6-diphenyl-6H-pyrazolo<1,5-d><1,2,4>triazin-3-carboxylate