506436-25-5

Upstream product

• 53300-51-9 diethyl (3-methoxyphenyl)thiocarbamoylmalonate 
• 996-82-7 sodium diethylmalonate 
• 3125-64-2 3-methoxyphenyl isothiocyanate 
• 105-53-3 diethyl malonate 

Downstream Products

• 1271133-45-9 ethyl 2-(benzo[d]oxazol-2-yl)-5-oxo-3-(3-methoxyphenylamino)-2,5-dihydroisoxazole-4-carboxylate 
• 506436-31-3 ethyl 3-(3-methoxyphenyl)amino-2-(5-nitropyridin-2-yl)-5-oxo-2,5-dihydroisoxazole-4-carboxylate 

Relevant academic research and scientific papers

Ethyl 5-oxo-3-arylamino-2,5-dihydroisoxazole-4-carboxylates as sources of imidazopyrimidine and aminoindole derivatives

The reaction of ethyl 5-oxo-3-arylamino-2,5-dihydroisoxazole-4-carboxylates with 2-chloropyrimidine and 2-chlorobenzoxazole gave the corresponding isoxazolones with pyrimidine and benzoxazole rings substituted on N-2. Their rearrangements with triethylamine in ethanol produced the corresponding imidazopyrimidine and aminoindole derivatives, respectively, through intramolecular cyclisation. TUeBITAK.

2-Aryl-3-arylaminoisoxazol-5(2H)-ones as sources of indoles and imidazo[1,2-a]pyridines

2-Aryl-3-arylaminoisoxazol-5(2H)-ones undergo solvolysis to form 1,3-dipoles that undergo intramolecular cyclisation to form either imidazopyridines or indoles. The mode of cyclisation is controlled by the electronegativity of the aryl substituents.