41125-98-8

Upstream product

• 55084-78-1 2-phenyl-4-n-butoxycarbonyl-1,3,4-oxadiazol-5(4H)-one 
• 1199-02-6 5-phenyl-3H-[1,3,4]oxadiazol-2-one 
• 542-69-8 1-iodo-butane 
• 109-65-9 1-bromo-butane 
• 1395920-23-6 1-(5-phenyl-1,3,4-oxadiazol-2-ylthio)propan-2-ol 
• 3004-42-0 2-Mercapto-5-phenyl-1,3,4-oxadiazole 
• 124-38-9 carbon dioxide 

Relevant academic research and scientific papers

1,3-Dipolar Cycloaddition of Nitrile Imine with Carbon Dioxide: Access to 1,3,4-Oxadiazole-2(3H)-ones

Efficient synthesis of 1,3,4-oxadiazole-2(3H)-one was achieved by CsF/18-crown-6 mediated 1,3-dipolar cycloaddition of nitrile imine and 2.0 MPa of CO2. CsF/18-crown-6 played a key role in enhancing the reactivity of CO2 as a 1,3-dipolarophile. The practical utility of this transition-metal-free approach to 1,3,4-oxadiazole-2(3H)-one is highlighted by the convenient synthesis of a commercial herbicide Oxadiazon and a MAO B inhibitor.

Propylene oxide assisted one-pot, tandem synthesis of substituted-1,3,4- oxadiazole-2(3H)-ones in water

It has been developed for the synthesis of substituted-1,3,4-oxadiazole- 2(3H)-one derivatives via a novel one-pot, tandem procedure assisted by propylene oxide. The 5-substitued-1,3,4-oxadiazole-2(3H)-ones and 3,5-disubstitued-1,3,4-oxadiazole-2(3H)-ones were, respectively, obtained from three-component reaction of acylhydrazines, carbon disulfide, and propylene oxide, and four-component reaction of acylhydarazines, carbon disulfide, propylene oxide, and organic halides. The reactions were carried out using water as solvent in the presence of potassium phosphate to afford the expected products in good to excellent yields.

Syntheses and thermal rearrangements of 2-phenyl-4-alkoxycarbonyl-1,3,4-oxadiazol-5(4H)-ones and related sulfur compounds

Syntheses of nine 2-phenyl-4-alkoxycarbonyl-1,3,4-oxadiazol-5(4H)-ones are described.On heating about 200 deg C, these compounds decarboxylate and give 2-phenyl-4-alkyl-1,3,4-oxadiazol-5(4H)-ones.Although many analogies suggest that the rearrangement proceeds through the cyclisation of a 1,5-dipole, arising from the decarboxylation of the heterocycle, no direct evidence for such a mechanism was obtained.On the contrary, the synthesis and the thermal rearrangement of four related sulfur compounds show that such a postulated intermediate cannot explain all the experimental results.