20459-83-0

Upstream product

• 3201-46-5 4-methyl-3-phenyl-1,2,4-oxadiazol-5(4H)-one 
• 152511-66-5 3-(4-methoxy-phenyl)-2,5-diphenyl-3,4-dihydro-2H-imidazole-1-oxide 
• 79750-76-8 2,4-diphenyl-1-p-tolyl-2,5-dihydro-1H-imidazole 3-oxide 

Downstream Products

• 64671-78-9 3-phenyl-4-methyl-1,2,4-thiadiazole-5(4H)-one 
• 20469-55-0 methyl-(4-methyl-3-phenyl-4H-[1,2,4]oxadiazol-5-ylidene)-amine 
• 3201-46-5 4-methyl-3-phenyl-1,2,4-oxadiazol-5(4H)-one 
• 141693-82-5 3-phenyl-4-methyl-1,2,4-thiadiazole-5(4H)-thione 

Relevant academic research and scientific papers

Synthesis and ring opening reactions of tetrahydroimidazo-[1,5-b][1,2,4]oxadiazol-2(1H)-thiones

1,3-Dipolar cycloaddition of imidazoline 3-oxides 1 with methylisothiocyanate proceeds regio- and diastereoselectively to give tetrahydroimidazo[1,5-b][1,2,4]oxadiazol-2(1H)-thiones 3 in high yields. The cis configuration of the adducts were proved by our double cis elimination test as well as by NOESY experiments. The imidazooxadiazol-2-thiones 3a-e were treated with concentrated HCl in ethanol at 50°C to give the corresponding 4 H-[1,2,4]oxadiazole-5-thione only in the cases where the substituent at C-6 is an aryl.