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Reaction of N-acetylbenzamides with hydroxylamine hydrochloride: synthesis of 3-methyl-5-aryl-1,2,4-oxadiazoles

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Abstract

A convenient reaction between N-acetylbenzamides and hydroxylamine hydrochloride at 80 °C in the presence of pyridine under microwave irradiation was described. This method leads to the formation of 3-methyl-5-aryl-1,2,4-oxadiazole compounds as regioselective in moderate to good yields and also employs simple synthetic protocols devoid of lengthy purification procedures. The reaction was also carried out by both conventional heating and one-pot sequential under microwave irradiation. The structures of synthesized compounds were confirmed by spectroscopic methods.

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Acknowledgements

This work was supported by the Research Foundation of Bursa Uludag University [project no. FHIZ-2021-538].

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  1. Department of Chemistry, Bursa Uludag University, Bursa, Turkey

    Nevin Arıkan Ölmez

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  1. Nevin Arıkan Ölmez
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Correspondence to Nevin Arıkan Ölmez.

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Arıkan Ölmez, N. Reaction of N-acetylbenzamides with hydroxylamine hydrochloride: synthesis of 3-methyl-5-aryl-1,2,4-oxadiazoles. Monatsh Chem 153, 907–912 (2022). https://doi.org/10.1007/s00706-022-02975-z

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