64987-16-2

Methyl 2-Amino-4-thiazoleacetate is a reactant in the preparation of N-[4-(substituted)-1,3-thiazol-2-yl]-2-(substituted)acetamides as antibacterial agents against S. aureus, E. coli, P. aeruginosa, and K. pneumonia.

General procedure for the synthesis of methyl 2-(2-aminothiazol-4-yl)acetate from methanol and 2-aminothiazole-4-acetic acid: to a solution of 2-amino-4-thiazoleacetic acid (20 g, 0.126 mol) in methanol (100 ml) was added slowly and dropwise to concentrated H2SO4 (24 ml) at 0-5 °C. The reaction mixture was heated to reflux for 5 hours. After completion of the reaction, the pH of the reaction mixture was adjusted to 8-9 with NaHCO3 solution, when a colorless precipitate was produced. The precipitate was collected by filtration and dried to give 19.5 g of methyl 2-(2-aminothiazol-4-yl)acetate in 93% yield.

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