220468-12-2

Basic information

• Product Name: 2,2',4,5'-tetrabenzyloxy-6'-(p-methoxybenzylmercapto)chalcone
• Synonyms: 2,2',4,5'-tetrabenzyloxy-6'-(p-methoxybenzylmercapto)chalcone
• CAS NO: 220468-12-2
• Molecular Weight: 784.973
• Mol File: 220468-12-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,2',4,5'-tetrabenzyloxy-6'-(p-methoxybenzylmercapto)chalcone(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2',4,5'-tetrabenzyloxy-6'-(p-methoxybenzylmercapto)chalcone(220468-12-2)
• EPA Substance Registry System: 2,2',4,5'-tetrabenzyloxy-6'-(p-methoxybenzylmercapto)chalcone(220468-12-2)

Safety Data

• Hazardous Substances Data: 220468-12-2(Hazardous Substances Data)

Upstream product

• 187273-93-4 2,5-dihydroxy-6-(p-methoxybenzylmercapto)acetophenone 
• 100-39-0 benzyl bromide 
• 13246-46-3 2,4-dibenzyloxybenzaldehyde 
• 187273-95-6 2,5-dibenzyloxy-6-(p-methoxybenzylmercapto)acetophenone 
• 6258-60-2 p-methoxybenzylmercaptan 
• 1125-55-9 2-Acetyl-1,4-benzoquinone 

Downstream Products

• 220468-23-5 2',4',5,8-tetrabenzyloxythioflavanone 
• 220468-39-3 2',4',5,8-tetrabenzyloxythioflavone 

Relevant articles and documents

Synthesis and reactivity of 5,8-dihydroxythioflavanone derivatives

The synthesis of substituted chalcones, thioflavanones, and thioflavones hydroxylated in both A and B rings is described. Acetoquinone (1) was transformed into 2,5-dihydroxy-6-(p-methoxybenzylmercapto)acetophenone (2) and subsequently into its 2,5-dimethoxy (3) and 2,5-dibenzyloxy (4) derivatives. Compounds 3 and 4 were condensed with suitable benzaldehydes to give chalcones 5-10. The thiol group of the chalcones was deprotected by a cleavage of the p-methoxybenzyl protecting group using a new, mild method (silver nitrate in boiling ethanol, 2 h), and the products were cyclized to thioflavanones (15-20). Dehydrogenation of the thioflavanones gave related thioflavones (25-27). Deprotection of methoxy and benzyloxy groups is also described.