An optimized synthesis of 2,5-bis(4-aminophenyl)-1,3,4-oxadiazole

ZHANG Chen;HAO HaiJun;WAN PingYu

Journal of Beijing University of Chemical Technology ›› 2012, Vol. 39 ›› Issue (1) : 17-19.

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Journal of Beijing University of Chemical Technology ›› 2012, Vol. 39 ›› Issue (1) : 17-19.
化学与化学工程

An optimized synthesis of 2,5-bis(4-aminophenyl)-1,3,4-oxadiazole

  • ZHANG Chen;HAO HaiJun;WAN PingYu
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Abstract

An optimized two-step synthesis of 2,5-bis(4-aminophenyl)-1,3,4-oxadiazole has been established. The reaction of 4-nitrobenzoic acid and semicarbazide hydrochloride at 150-160℃ for 2h, using polyphosphoric acid as the dehydrating reagent, afforded 2,5-bis(4-nitrophenyl)-1,3,4-oxadiazole in 89% yield. This was subsequently reduced with Na2S in DMF at 100℃ for 4h, to give the title compound in 85% yield. The as-prepared title compound is sufficiently pure for further uses.

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ZHANG Chen;HAO HaiJun;WAN PingYu. An optimized synthesis of 2,5-bis(4-aminophenyl)-1,3,4-oxadiazole[J]. Journal of Beijing University of Chemical Technology, 2012, 39(1): 17-19

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