Ammonolysis of alkyl acetoacetates with 15% NH3 in water at room temperature initially lead to formation of alkyl β-aminocrotonates which slowly converted into 1,5-dimethyl-2,6,9-triaza-bicyclo[3.3.1]nonane-3,7-dione as the main product.
- alkyl acetoacetates
Paredes, R., Abonia, R., Cadavid, J., Moreno-Fuquen, R., Jaramillo, A., Hormaza, A., ... Kennedy, A. R. (2001). A mechanistic study of the ammonolysis of alkyl acetoacetates in water. Formation of 1,5-dimethyl-2,6,9- triazabicyclo[3.3.1]nonane-3,7-dione as the main product. Tetrahedron, 58(1), 55-60. https://doi.org/10.1016/S0040-4020(01)01127-9