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Study on the Synthesis of (Z)-2-(5-Amino-1,2,4-thiadizol-3-yl)-2-(methoxyimino)acetic Acid

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Abstract

(Z)-2-(5-Amino-1,2,4-thiadiazole-3-yl)-2-(methoxyimino)acetic acid, an important intermediate prod­uct in the synthesis of Ceftobiprole, was prepared from cyanoacetamide via oximation, methylation, dehydration, oxidation, etherification, bromination, and cyclization with an overall yield of 57%. The structures of the target product and intermediates in each step were characterized by mass spectrometry and 1H NMR.

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ACKNOWLEDGMENTS

This work was financially supported by Postgraduate Research & Practice Innovation Program of Jiangsu Province SJCX20_0359.

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Authors and Affiliations

  1. College of Chemical Engineering, Nanjing Tech University, 211816, Nanjing, China

    Wei Sheng, Zhengyu Gu, Feng Xue & Shengui Ju

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  1. Wei Sheng
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  2. Zhengyu Gu
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  3. Feng Xue
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Correspondence to Feng Xue or Shengui Ju.

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Sheng, W., Gu, Z., Xue, F. et al. Study on the Synthesis of (Z)-2-(5-Amino-1,2,4-thiadizol-3-yl)-2-(methoxyimino)acetic Acid. Russ J Org Chem 58, 810–813 (2022). https://doi.org/10.1134/S1070428022060082

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