6631-89-6

Basic information

• Product Name: 3-TERT-BUTYL-1-PHENYL-2-PYRAZOLIN-5-ONE
• Synonyms: 3-TERT-BUTYL-1-PHENYL-1H-PYRAZOL-5(4H)-ONE;3-TERT-BUTYL-1-PHENYL-2-PYRAZOLIN-5-ONE;AKOS BBS-00002613;BUTTPARK 17\07-82;3H-Pyrazol-3-one, 5-(1,1-dimethylethyl)-2,4-dihydro-2-phenyl-;5-tert-Butyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one;3-t-Butyl-1-phenyl-2-pyrazolin-5-one;5-tert-butyl-2-phenyl-4H-pyrazol-3-one
• CAS NO: 6631-89-6
• Molecular Formula: C₁₃H₁₆N₂O
• Molecular Weight: 216.28
• Mol File: 6631-89-6.mol
• Article Data: 12

Chemical Properties

• Melting Point: 105-108°C
• Boiling Point: 353.6 °C at 760 mmHg
• Flash Point: 167.7 °C
• Appearance: /
• Density: 1.07 g/cm³
• Vapor Pressure: 3.54E-05mmHg at 25°C
• Refractive Index: 1.564
• PKA: 2.55±0.50(Predicted)
• BRN: 4804384
• CAS DataBase Reference: 3-TERT-BUTYL-1-PHENYL-2-PYRAZOLIN-5-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-TERT-BUTYL-1-PHENYL-2-PYRAZOLIN-5-ONE(6631-89-6)
• EPA Substance Registry System: 3-TERT-BUTYL-1-PHENYL-2-PYRAZOLIN-5-ONE(6631-89-6)

Safety Data

• Hazard Codes: Xi
• Safety Statements: S22:Do not inhale dust.; S24/25:Avoid contact with skin and eyes.
• Hazardous Substances Data: 6631-89-6(Hazardous Substances Data)

Usage

General Description

3-TERT-BUTYL-1-PHENYL-2-PYRAZOLIN-5-ONE is a chemical compound with the molecular formula C14H18N2O. It is also known as Piroxicam, and it belongs to the class of nonsteroidal anti-inflammatory drugs (NSAIDs). Piroxicam is commonly used as a medication to relieve pain, inflammation, and swelling caused by conditions such as arthritis, gout, and other musculoskeletal disorders. It works by inhibiting the production of certain chemicals in the body that cause inflammation and pain. Piroxicam is available in various forms including capsules, tablets, and gel for topical use. However, it is important to use this medication under the guidance of a healthcare professional, as it may have potential side effects and interactions with other drugs.

InChI:InChI=1/C13H16N2O/c1-13(2,3)11-9-12(16)15(14-11)10-7-5-4-6-8-10/h4-8H,9H2,1-3H3

Upstream product

• 13547-70-1 1-chloro-3,3-dimethyl-butan-2-one 
• 201230-82-2 carbon monoxide 
• 100-63-0 phenylhydrazine 
• 17094-34-7 ethyl pivaloylacetate 
• 59-88-1 phenylhydrazine hydrochloride 
• 55107-14-7 Methyl 4,4-dimethyl-3-oxopentanoate 
• 60-34-4 methylhydrazine 
• 5435-91-6 Pivaloylacetessigsaeureethylester 

Downstream Products

• 443912-79-6 trifluoromethanesulfonic acid 5-tert-butyl-2-phenyl-2H-pyrazol-3-yl ester 
• 1242100-47-5 1,4,5,6-tetrahydro-3-tert-butyl-6-methyl-1,6-diphenyl-pyrano[2,3-c]pyrazole 
• 1373936-70-9 3-tert-butyl-1-phenyl-4-(trifluoromethylsulfonyl)-1H-pyrazol-5-ol 

Relevant articles and documents

Rhodium-Catalyzed [4+2] Annulation of N-Aryl Pyrazolones with Diazo Compounds To Access Pyrazolone-Fused Cinnolines

An efficient synthesis of novel dinitrogen-fused heterocycles such as pyrazolo[1,2-a]cinnoline derivatives have been accomplished by the rhodium(III)-catalyzed reaction of N-arylpyrazol-5-ones with α-diazo compounds. This reaction proceeds through a cascade C?H activation/intramolecular cyclization with a broad substrate scope. Furthermore, this protocol is successfully extended to the unusual phosphorus-containing α-diazo compounds and cyclic diazo compounds as the cross-coupling partners to deliver the two new kinds of pyrazolo[1,2-a]cinnolinones. The control experiments were performed to reveal insight into the mechanism of this reaction, involving reversible C?H activation, migratory insertion of the diazo compound, and cascade cyclization as the key steps of the transformation. Moreover, gram-scale synthesis and further transformation of the target product demonstrate the synthetic utility of the present protocol.

Synthesis of pyrazolones and pyrazoles via Pd-catalyzed aerobic oxidative dehydrogenation

A palladium-catalyzed oxidative dehydrogenation reaction in the presence of AMS and base to synthesize pyrazolones and pyrazoles was identified. This method can be utilized to a wide range of substrates, operates under mild react conditions and can give high yields. We believe it could be used as an alternative protocol for the classical dehydrogenation reactions.

A convenient microwave-assisted propylphosphonic anhydride (T3P mediated one-pot pyrazolone synthesis

This paper describes a facile, efficient, and clean synthesis of various pyrazolones by employing T3P as a catalyst and performing the reaction under microwave irradiation. This two-step, one-pot reaction proceeded readily and tolerated a variety of functional groups. A wide range of pyrazolone derivatives were obtained in good to excellent yields. A one-pot, two-step procedure for the synthesis of pyrazolones is presented. This method, which uses T3P and microwave irradiation, is particularly easy to carry out and offers a notable alternative to the strongly acidic conditions that are generally employed with other synthetic approaches. Copyright