57784-74-4Relevant academic research and scientific papers
Studies on the preparation of 4-ethoxyalkyliden and 4-aminoalkyliden-5(4H)-oxazolones
Norton Matos, Marta R. P.,Gois, Pedro M. P.,Mata, Maria L. E. N.,Cabrita, Eurico J.,Afonso, Carlos A. M.
, p. 1285 - 1299 (2007/10/03)
Optimized conditions for the preparation of 4-ethoxyalkyliden5(4H)-oxazolones were developed. A considerable steric hindrance was observed on the nucleophilic substitution of the ethoxy group by amines.
Reaction of 4-substituted aminomethylene-2-phenyl-2-oxazolin-5-ones with primary amines
Singh, Manoj K.,Singh, Kumar K.,Singh, Ram S.,Singh, Radhey M.
, p. 137 - 141 (2007/10/03)
The regioselective reactions of 4-(N,N-dimethyIaminbmethylene)-2-phenyl-2-oxa2olin-5-one 2b and 4-anilinomethylene-2-phenyl-2-oxazolin-5-one 2c with primary alkyl amines in acetonitrile afford the corresponding 4-alkylaminomethylene-2-oxazolin-5-ones 4 in excellent yields. Oxazolones 2b and 2c are resistant to aminolysis with primary aryl amines. However, compound 2c gives 3-anilino-2-benzoylaminoacrylanilide 9 with aniline in acetonitrile containing catalytic amount of acetic acid, via 1, 5-bond cleavage. The regioselectivity is explained by the hard-soft acid-base (HSAB) principle.
