24246-11-5

Upstream product

• 1694-31-1 tert-butyl acetoacetate 
• 105-36-2 ethyl bromoacetate 
• 100-63-0 phenylhydrazine 
• 1115-30-6 diethyl acetylsuccinate 
• 85920-63-4 5-(1-hydroxyethylidene)-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 105-39-5 chloroacetic acid ethyl ester 
• 89-25-8 edaravone 

Downstream Products

• 1390616-84-8 2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)-acetamide-(3-chloro-4-(p-hydroxy)phenylazetidin-2-one) 
• 1390616-85-9 2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)-acetamide-(3-chloro-4-(p-nitro)phenylazetidin-2-one) 
• 1390616-86-0 2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)-acetamide-(3-chloro-4-(p-chloro)phenylazetidin-2-one) 
• 1390616-87-1 2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)-acetamide-(3-chloro-4-(p-methyl)phenylazetidin-2-one) 
• 1390616-77-9 2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)acetohydrazide 
• 1390616-78-0 N-(p-(N,N-dimethylamino)benzylidenyl)-[2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)acetohydrazide] 
• 1390616-79-1 N-(p-hydroxybenzylidenyl)-[2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)acetohydrazide] 
• 1390616-80-4 N-(p-nitrobenzylidenyl)-[2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)acetohydrazide] 
• 1390616-81-5 N-(p-chlorobenzylidenyl)-[2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)acetohydrazide] 
• 1390616-82-6 N-(p-methylbenzylidenyl)-[2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)acetohydrazide] 
• 1390616-83-7 2-(4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazol-4-yl)-acetamide-(3-chloro-4-(p-N,N-dimethylamino)phenylazetidin-2-one) 
• 1401340-63-3 4-(cyanomethyl)-4,5-dihydro-3-methyl-5-oxo-1-phenyl-1H-pyrazole-4-acetic acid ethyl ester 
• 1401340-78-0 2-(cyanomethyl)-3-methyl-5-oxo-1-phenyl-3-pyrazoline-4-acetic acid ethyl ester 
• 1401340-95-1 2,3-dihydro-5-methyl-3-oxo-2-phenyl-4-pyridazineacetic acid ethyl ester 

Relevant academic research and scientific papers

A novel synthesis of 4-pyridazineacetic acids via ring expansion of N-cyanomethylated 3-pyrazoline-4-acetic acids

A novel synthetic route to 4-pyridazineacetic acids 10-12 has been achieved by the ring-expansion reaction of N-cyanomethylated 3-pyrazoline-4-acetic acids 7-9. 1H-Pyrazole-4-acetic acids 1-3 were reacted with iodoacetonitrile in the presence of triethylamine in refluxing acetonitrile to give the corresponding C-cyanomethylated 1H-pyrazole-4-acetic acids 4-6 as major products together with N-cyanomethylated 3-pyrazoline-4-acetic acids 7 and 8 as minor products. On the other hand, reactions of 1 and 3 with chloroacetonitrile in the presence of triethylamine in refluxing chloroform afforded the corresponding N-cyanomethylated 3-pyrazoline-4-acetic acids 7 and 9 as major products. Thermal treatment of 7-9 with sodium hydride in N,N-dimethylformamide caused ring expansion to yield the corresponding 4-pyridazineacetic acids 10-12.

Microwave-assisted synthesis and antifungal activity of novel substituted azetidinone derivatives of edaravone

This paper describes development of new chemical entities of edaravone. The chemical name of edaravone is 3-methyl-1-phenyl-1Hpyrazol-5(4H)-one. The starting material 3-methyl-1-substituted-1H-pyrazol-5(4H)-ones (1) were synthesized in high yields by the

Solid-phase synthesis of substituted pyrazolones from polymer-bound β-keto esters

Polymer-bound acetoacetate 3 was γ-mono- and γ-dialkylated, as well as α-monoalkylated, to give 6, 9, and 13, respectively. Treatment with hydrazine or substituted hydrazines followed by thermal or acidic cyclizing cleavage yielded the pyrazolones 17a-dd in a purity of >90%.

Solid-phase synthesis of polymer-bound β-ketoesters and their application in the synthesis of structurally diverse pyrazolones

An efficient solid-phase synthesis of different polymer-bound β-ketoesters 7 is described using readily available acid chlorides 1 and haloalkanes 6 as building blocks. The corresponding pyrazolones 9 and 10 were obtained by mild acid catalyzed reaction with phenylhydrazine or by treatment with hydrazine under cyclisation and cleavage from the resin in high purity and good yield.