37689-59-1

Upstream product

• 16635-13-5 2'-hydroxy-4-methoxy-5'-methylchalcone 
• 59-88-1 phenylhydrazine hydrochloride 
• 22129-40-4 2'-hydroxy-4-methoxy-5'-methylchalcone dibromide 
• 1032-84-4 (E)-1-(2-hydroxy-5-methylphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one 
• 100-63-0 phenylhydrazine 

Downstream Products

• 83548-82-7 2-[4-Bromo-5-(4-methoxy-phenyl)-1-phenyl-4,5-dihydro-1H-pyrazol-3-yl]-4-methyl-phenol 

Relevant academic research and scientific papers

Synthesis of pyrazoline and isoxazoline in triethanolamine medium

Reactions of chalcones 1a-u with phenylhydrazine and hydrazine hydrate give pyrazolines 2a-u and with hydroxylamine hydrochloride yield isoxazolines 3a-c in triethanolamine medium. The structures of products are established by melting points, chemical studies and spectral data (IR and 1HNMR).

Action of Phenylhydrazine Hydrochloride on Chalkone Dibromides in Dimethylformamide

Chalkone dibromides (II) when treated with phenylhydrazine hydrochloride in DMF do not give the expected pyrazoles, but afford 3,5-diaryl-1-phenylpyrazolines (III) which are the normal products of chalkones (I) and phenylhydrazine hydrochloride in DMF.