1310875-74-1

Upstream product

• 100-63-0 phenylhydrazine 
• 7560-43-2 methyl 3-(4-methylphenyl)acrylate 
• 1246513-42-7 ethyl 2-(1-phenyl-5-p-tolyl-1H-pyrazol-3-yloxy)acetate 
• 1071779-04-8 1-phenyl-5-p-methylphenyl-3-hydroxypyrazole 
• 95994-33-5 1-phenyl-5-p-tolylpyrazolidin-3-one 

Downstream Products

• 1338378-25-8 2-[4-chloro-1-phenyl-5-(p-tolyl)-1H-pyrazol-3-yloxy]acetic acid 

Relevant academic research and scientific papers

DMF-catalyzed direct and regioselective C-H functionalization: Electrophilic/nucleophilic 4-halogenation of 3-oxypyrazoles

A novel, straightforward, and highly regioselective 4-chlorination of 3-oxypyrazole derivatives in boiling thionyl chloride (SOCl2) in the presence of catalytic N,N-dimethylformamide (DMF) has been developed. This reaction likely proceeds through a DMF-catalyzed electrophilic/nucleophilic chlorination mechanism and involves electrophilic attack by SOCl2 and nucleophilic substitution by Cl- as the key steps. Based on this mechanism, the corresponding 4-bromination and 4-iodination of 3-oxypyrazoles have also been achieved in good yield by adding Br- and I -, respectively, to the reaction system. This halogenation method enables quick access to many original 4-halo-3-oxypyrazole series. A novel DMF-catalyzed electrophilic/nucleophilic 4-halogenation of 3-oxypyrazole derivatives has been developed. This halogenation procedure provides quick access to many novel 4-halo-3-oxypyrazole series.