203186-58-7

(E)-Ethyl 2-((dimethylamino)methylene)-3-oxobutanoate, can be used in the synthesis of N-substituted-[1,2,4]triazoles and 1,2,4-triazolo[3,4-b][1,3,4]thiadiazines having antibacterial activity.

To a solution of ethyl acetoacetate (2.6 g, 20 mmol) in ethanol (10 mL) was added N,N-dimethylformamide dimethyl acetal (2.5 g, 21 mmol). The reaction mixture was stirred at 60°C for 3 hours. Upon completion of the reaction, the mixture was cooled to room temperature and concentrated under reduced pressure to afford the crude product ethyl (E)-2-((dimethylamino)methylene)-3-oxobutanoate (3.6 g, 97% yield), which could be used in the subsequent reaction without further purification.

[1] Journal of Heterocyclic Chemistry, 2012, vol. 49, # 5, p. 1038 - 1043
[2] Patent: WO2017/151786, 2017, A1. Location in patent: Paragraph 00230