114658-00-3

Basic information

• Product Name: 3-[2-(4-CHLOROPHENYL)ETHANEHYDRAZONOYL]-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE
• Synonyms: 3-[2-(4-CHLOROPHENYL)ETHANEHYDRAZONOYL]-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE
• CAS NO: 114658-00-3
• Molecular Formula: C₁₄H₁₃ClN₂O₃
• Molecular Weight: 292.72
• Mol File: 114658-00-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-[2-(4-CHLOROPHENYL)ETHANEHYDRAZONOYL]-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[2-(4-CHLOROPHENYL)ETHANEHYDRAZONOYL]-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE(114658-00-3)
• EPA Substance Registry System: 3-[2-(4-CHLOROPHENYL)ETHANEHYDRAZONOYL]-4-HYDROXY-6-METHYL-2H-PYRAN-2-ONE(114658-00-3)

Safety Data

• Hazardous Substances Data: 114658-00-3(Hazardous Substances Data)

Upstream product

• 771-03-9 3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one 
• 1073-70-7 4-chlorophenylhydrazine hydrochloride 
• 1073-69-4 N-4-chlorophenylhydrazine 

Downstream Products

• 114658-03-6 1-(4-chlorophenyl)-5-hydroxy-3-methyl-4-<1-(4-chlorophenyl)-3-methyl-1H-pyrazol-5-yl>-1H-pyrazole 
• 143035-20-5 1-(4-chlorophenyl)-3,6-dimethylpyrano<4,3-c>pyrazol-4(1H)-one 
• 129302-14-3 1-[1-(4-Chloro-phenyl)-5-hydroxy-3-methyl-1H-pyrazol-4-yl]-butane-1,3-dione 
• 143035-26-1 1-(4-Chloro-phenyl)-3,6-dimethyl-1,5-dihydro-pyrazolo[4,3-c]pyridin-4-one 

Relevant articles and documents

C-C bond cleavage studies in bipyrazoles: A convenient synthesis of pyrazolo-5-ols

The treatment of 4-acetoacetyl derivative (3) of the pyrazoles with hydrazines in ethanol/HCl furnished a variety of bipyrazoles (4). However, when the reaction was performed in sodium acetate/acetic acid/ethanol, different hydrazines gave different products. Under these conditions an unexpected C-C bond cleavage was observed thus affording a convenient route for the formation of pyrazolo-5-ols (5 and 6).

Synthesis and inotropic activity of pyrazolo[4,3-c]pyridine-4-ones and related compounds

Two series of 3,6-dimethyl-1-phenyl-1H-pyrazolo[4,3-c]pyridine-4-ones (5- 9) and 3,6-dimethyl-1-phenyl-1H-pyrazolo[4,3-c]pyridine-4-thiones (11-13) were prepared from dehydroacetic acid as starting material and evaluated for positive inotropic activity in

Synthesis of Pyranopyrazol-4(1H)-ones and -4(2H)-ones from Dehydroacetic Acid. Homo- and Heteronuclear Selective NOE Measurements for Unambiguous Structure Assignment

Cyclization of dehydroacetic acid N-substituted hydrazones furnished 1-substituted 3,6-dimethylpyranopyrazol-4(1H)-ones, together with varying amounts of N,N'-disubstituted 5-hydroxy-3-methyl-4-(3-methyl-1H-pyrazol-5-yl)-1H-pyrazoles.The same pyranopyrazolones were obtained regioselectively without side reactions from N-alkylhydrazines and 4-chloro-3-(1-chlorovinyl)-6-methyl-2H-pyran-2-one, ("Dehydroacetchlorid"), while N-arylhydrazines gave the 2-aryl-3,6-dimethylpyranopyrazol-4(2H)-ones.NMR NOE methods, including long-range selective heteronuclear 13C NOE enhancement measurements, allowed unambiguous between -4(1H)-ones and -4(2H)-ones.