821016-34-6

Basic information

• Product Name: Methanone, [5-hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazol-4-yl]-2-thienyl-
• CAS NO: 821016-34-6
• Molecular Formula: C16H14N2O3S
• Molecular Weight: 314.365
• Mol File: 821016-34-6.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: Methanone, [5-hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazol-4-yl]-2-thienyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Methanone, [5-hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazol-4-yl]-2-thienyl-(821016-34-6)
• EPA Substance Registry System: Methanone, [5-hydroxy-1-[(4-methoxyphenyl)methyl]-1H-pyrazol-4-yl]-2-thienyl-(821016-34-6)

Safety Data

• Hazardous Substances Data: 821016-34-6(Hazardous Substances Data)

Upstream product

• 821016-23-3 ethyl 5-hydroxy-1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylate 
• 140-69-2 4-methoxybenzylhydrazine 
• 824-94-2 p-methoxybenzyl chloride 
• 5271-67-0 2-Thiophenecarbonyl chloride 
• 821016-26-6 1-(4-methoxybenzyl)-1H-pyrazol-5-ol 

Relevant articles and documents

The 4-methoxybenzyl (PMB) function as a versatile protecting group in the synthesis of N-unsubstituted pyrazolones

Starting from diethyl ethoxymethylenemalonate and 4-methoxy-benzylhydrazine (PMB-NHNH2) 2-(4-methoxybenzyl)-2,4-dihydro-3H-pyrazol-3-one was prepared. Reaction of the latter with carboxylic acid chlorides/calcium hydroxide in 1,4-dioxane afforded 4-acyl-5-hydroxy-1-PMB-1H-pyrazoles, whereas with dimethylformamide diethyl acetal or benzaldehyde the corresponding (E)-4-dimethylaminomethylene or (E)-4-benzylidene products, respectively, were obtained. The PMB protecting group could be conveniently removed from the pyrazole nucleus by treatment with trifluoroacetic acid to give the N-unsubstituted pyrazolones. Detailed NMR spectroscopic investigations ( 1H, 13C, 15N) with the obtained compounds are presented.