The synthesis of (Z)-2-(5-amino-1, 2, 4-thiadiazol-3-yl)-2-ethoxyiminoacetic acid

Y Zhao, R Wang, M Liu

Index: Zhao, Yougui; Wang, Ronggeng; Liu, Mei Research on Chemical Intermediates, 2014 , vol. 40, # 5 p. 2139 - 2143

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Abstract

Abstract The objective was to synthesize (Z)-2-(5-Amino-1, 2, 4-thiadiazol-3-yl)-2- ethoxyiminoacetic acid (the side chain for Ceftaroline fosamil). Oximation and alkylation were used on cyanoacetamide to get 2-cyano-2-hydroxyiminoacetamide, which became 2- ethyoxyiminopropanedinitrile through reaction with phosphorus oxychloride, and then aminolysis to get 2-ethoxyiminopropanedinitrile, which became 2-ethoxyimion-2-(5-amino ...