29211-43-6

Basic information

• Product Name: 1-phenyl-3-propyl-4,5-dihydro-1H-pyrazol-5-one
• Synonyms: Pyrazol-5(4H)-one, 1-phenyl-3-propyl-;1-phenyl-3-propyl-4,5-dihydro-1H-pyrazol-5-one;2,4-DIHYDRO-2-PHENYL-5-PROPYL-3H-PYRAZOL-3-ONE;2-PHENYL-5-PROPYL-2,4-DIHYDRO-PYRAZOL-3-ONE;ART-CHEM-BB B029158;VITAS-BB TBB009873;1-phenyl-3-propyl-1H-pyrazol-5-ol;2-Phenyl-5-propyl-2,4-dihydro-3H-pyrazol-3-one
• CAS NO: 29211-43-6
• Molecular Formula: C₁₂H₁₄N₂O
• Molecular Weight: 202.26
• Mol File: 29211-43-6.mol
• Article Data: 16

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-phenyl-3-propyl-4,5-dihydro-1H-pyrazol-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-phenyl-3-propyl-4,5-dihydro-1H-pyrazol-5-one(29211-43-6)
• EPA Substance Registry System: 1-phenyl-3-propyl-4,5-dihydro-1H-pyrazol-5-one(29211-43-6)

Safety Data

• Hazardous Substances Data: 29211-43-6(Hazardous Substances Data)

Usage

Structure

Benzene ring attached to a propyl group and a dihydro-1H-pyrazol-5-one ring

Type

Derivative of pyrazole

Usage

Commonly used in the synthesis of various pharmaceuticals and agrochemicals

Value

Useful in organic synthesis and medicinal chemistry as a building block for the development of new and potent compounds with potential pharmacological and biological activities.

Upstream product

• 3249-68-1 ethyl butyroyl acetate 
• 100-63-0 phenylhydrazine 
• 591-60-6 butyl acetoacetate 
• 59-88-1 phenylhydrazine hydrochloride 
• 30414-54-1 methyl 3-oxohexanoate 
• 66696-77-3 5-(1-hydroxybutylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 

Downstream Products

• 119836-95-2 4-(2-Dicyanomethylene)-1-phenyl-3-propyl-5-pyrazolinone 

Relevant articles and documents

Iodine-catalyzed oxidative annulation: Facile synthesis of pyrazolooxepinopyrazolones: Via methyl azaarene sp3C-H functionalization

An iodine-catalyzed methyl azaarene sp3 C-H functionalization has been developed for the synthesis of a seven-membered O-heterocyclic architecture containing three different heterocyclic aromatic hydrocarbons. This method can be applied to a wide range of substituted methyl azaarenes and diverse 2,4-dihydro-3H-pyrazol-3-ones, and brings about the efficient preparation of 2,9-dihydrooxepino[2,3-c:6,5-c′]dipyrazol-3(7H)-ones in high yields with the merits of low catalyst loading, good functional group tolerance and metal-free conditions.

Metal-Free Direct C–H Thiolation and Thiocyanation of Pyrazolones

Metal-free approach for direct C–H thiolation and thiocyanation of N-substituted pyrazolones with disulfides and thiocyanate salts, respectively, are developed. These reactions allow the C–S bond coupling to proceed effectively under mild conditions, providing useful and convenient methods for preparation of a series of 4-thio-substituted pyrazolone analogues, which have potential applications in organic, medicinal and material chemistry. Preliminary mechanistic investigation suggested that radical processes are likely to involve in these transformations.

DABCO-catalyzed silver-promoted direct thiolation of pyrazolones with diaryl disulfides

A highly efficient protocol for a direct thiolation of N-substituted pyrazolones with diaryl disulfides is described. Using a combination of DABCO and silver(i) acetate, the C-S bond formation proceeds smoothly at room temperature under mild and easy to handle conditions. This synthetic strategy offers a convenient and direct modification of antipyrine and other pyrazolone substrates, giving a series of aryl sulfide-substituted pyrazolone products in moderate to excellent yields.