3-Hydroxy-5-phenyl-1H-pyrazole

Base Information

• Chemical Name: 3-Hydroxy-5-phenyl-1H-pyrazole
• CAS No.: 27412-71-1
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.175
• Hs Code.: 29331990
• Mol file: 27412-71-1.mol

Synonyms:1,2-dihydro-5-phenylpyrazol-3-one;phenyl-3 (5) pyrazoline-3 one-5;3-phenyl-1,2-dihydropyrazol-5-one;5-phenyl-1,2-dihydro-3H-pyrazol-3-one;3-Oxo-5-phenyl-2,3-dihydropyrazole;3(5)-phenylpyrazolin-5(3)-one;5-Phenyl-2H-pyrazol-3-ol;

Chemical Property of 3-Hydroxy-5-phenyl-1H-pyrazole

Chemical Property:

• Melting Point: 238 - 240 °C (ethanol)
• PKA: 8.51±0.70(Predicted)
• PSA: 48.91000
• Density: 1.206±0.06 g/cm3(Predicted)
• LogP: 1.78230
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

1,2-Dihydro-5-phenylpyrazol-3-one 97% ^*data from reagent suppliers

Safty Information:

• Statements: 20/22
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Hydroxy-5-phenyl-1H-pyrazole

There total 41 articles about 3-Hydroxy-5-phenyl-1H-pyrazole 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: 93.0%

methyl 3-oxo-5-phenyl-2,3-dihydro-1H-pyrazole-1-carboxylate → 5-phenyl-1H-pyrazol-3(2H)-one (27412-71-1)

Guidance literature:

methyl 3-oxo-5-phenyl-2,3-dihydro-1H-pyrazole-1-carboxylate; With methanol; sodium hydroxide; In dichloromethane; at 20 ℃; for 2.5h;

With hydrogenchloride; In water;

DOI:10.1016/j.tet.2009.08.047

Reference yield: 89.0%

t-butoxycarbonylhydrazine (870-46-2) + phenylpropynoic acid ethyl ester (2216-94-6) → 5-phenyl-1H-pyrazol-3(2H)-one (27412-71-1)

Guidance literature:

With [(THD-Dipp)AuOTf]; In neat (no solvent); at 60 ℃; regioselective reaction; Green chemistry;

DOI:10.1002/adsc.201500658

Reference yield: 85.0%

phenylpropynoic acid ethyl ester (2216-94-6) → 5-phenyl-1H-pyrazol-3(2H)-one (27412-71-1)

Guidance literature:

With hydrazine hydrate; In ethanol; water; Reflux;

DOI:10.1039/c6ob01099g

upstream raw materials:

3-phenyl-5-isoxazolone

5-phenylpyrazolidin-3-one

ethanol

3-phenylprop-2-yne hydrazide

Downstream raw materials:

3-phenyl-1,2,4-trimethylpyrazolin-3-one

3-phenyl-4-phenylhydrazono-2-pyrazolin-5-one

(3-oxo-5-phenyl-2,3-dihydro-1H-pyrazol-4-yl)-(5-oxo-3-phenyl-1,5-dihydro-pyrazol-4-ylidene)-methane

acetic acid-(5-phenyl-1⁽²⁾H-pyrazol-3-yl ester)

Refernces

• 1、 Wu, Fan,Zhu, Kejie,Wu, Guolin,Gao, Yu,Chen, Haijun. "Nickel-Catalyzed C-O Cross-Coupling Reaction at Low Catalytic Loading with Weak Base Participation". supporting information. p. 519 - 522. Retrieved 2020/01/30.
• 2、 Morozov, Oleg S.,Gribanov, Pavel S.,Asachenko, Andrey F.,Dorovatovskii, Pavel V.,Khrustalev, Victor N.,Rybakov, Viktor B.,Nechaev, Mikhail S.. "Hydrohydrazination of Arylalkynes Catalyzed by an Expanded Ring N-Heterocyclic Carbene (er-NHC) Gold Complex under Solvent-Free Conditions". supporting information. p. 1463 - 1468. Retrieved 2016/05/19.