223802-40-2

Upstream product

• 3288-00-4 phenylthiocarbamoyl-malonic acid diethyl ester 
• 103-71-9 phenyl isocyanate 
• 105-53-3 diethyl malonate 

Downstream Products

• 223802-45-7 ethyl 2-(5-nitropyridin-2-yl)-5-oxo-3-phenylamino-2,5-dihydroisoxazole-4-carboxylate 
• 54001-50-2 2-(3-phenylureido)malonic acid diethyl ester 
• 1197040-29-1 phenyl isocyanate 
• 769950-54-1 ethyl 2-methyl-5-oxo-3-phenylamino-2,5-dihydroisoxazole-4-carboxylate 
• 1184724-52-4 2-chloro-3-(4-ethoxycarbonyl-3-phenylamino-5-oxo-2,5-dihydroisoxazolin-2-yl)quinoxaline 
• 1184724-55-7 1,4-bis(4-ethoxycarbonyl-3-phenylamino-5-oxo-2,5-dihydroisoxazolin-2-yl)phthalazine 
• 1334232-50-6 3-phenyl-1H-azeto[2',1':2,3]pyrimido[4,5-b]quinoline-1,4(3H)-dione 
• 1334232-54-0 7-methyl-3-phenyl-1H-azeto[2',1':2,3]pyrimido[4,5-b]quinoline-1,4(3H)-dione 
• 1334232-59-5 7-methoxy-3-phenyl-1H-azeto[2',1':2,3]pyrimido[4,5-b]quinoline-1,4(3H)-dione 
• 948905-00-8 ethyl 2-(benzoxazol-2-yl)-3-phenylamino-5-oxo-2, 5-dihydro-isoxazole-4-carboxylate 
• 56598-96-0 ethyl 1-methyl-2,5-dioxo-3-phenyl-2,3,4,5-tetrahydroimidazole-4-carboxylate 

Relevant academic research and scientific papers

The facile synthesis of N-aryl isoxazolones as DNA intercalators under solvent-free conditions using microwave irradiation

The reaction of chloroheterocycles with some isoxazolones under microwave irradiation and under solvent-free conditions to give the corresponding mono isoxazolinyl derivatives is reported. The main advantages of this method are: (i) elimination of the nitrogen gas (N2), (ii) solvent-free conditions, (iii) microwave irradiation, (iv) avoiding the use of silica gel for purification of the products, and (v) higher and shorter reaction times. These compounds have potential applications as DNA intercalators.

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.

The Chemistry of 5-Oxodihydroisoxazoles. Part 23. Photochemical and Thermal Reactions of Isoxazol-5(2H)-ones Substituted at C-3 or C-4 with Nitrogen, Oxygen or Sulfur

The photolysis of 2,3-dimethyl-4-phenoxy- and 4-thiophenoxyisoxazol-5(2H)-one in methanol has been re-examined, but no new products were isolated. Flash vacuum pyrolysis of the former gave a novel product, phenyl N-methylpropenimidate, from rearrangement of the intermediate carbene. Irradiation of the 3-hydroxy-2-phenyl-4-carboxylate gave two products which arise from the 3-hydroxy and 5-hydroxy tautomers. By contrast, the 3-hydroxy-4-acetyl isoxazolone reacted exclusively as one tautomer giving the expected loss of CO2 to form the carbene which was captured by methanol on photolysis, or underwent methyl migration and cyclisation to 3-methylazetidine-1,3-dione on pyrolysis. 3-Amino and 3-phenylamino substituted isoxazolones also gave photolysis and pyrolysis products characteristic of discrete tautomers.