Réaction #4664

Équation de réaction

ethyl 6-fluoro-7-(pyrrol-1-yl)-1-formylamino-4-oxo-1,4-dihydroquinoline-3-carboxylate

potassium carbonate

ethyl iodide

→

solid

Rendement 37.7%

ethyl 6-fluoro-7-(pyrrol-1-yl)-1-formylethylamino-4-oxo-1,4-dihydroquinoline-3-carboxylate

Rendement 37.7%

Solvants

dimethylformamide

Conditions de réaction

Traitement

1. 1
   workup.WAITthe mixture is kept for 4 hours at room temperature
2. 2
   Autrethe precipitate obtained
3. 3
   Filtrationis filtered off
4. 4
   Lavagewashed with water
5. 5
   Extractionextracted with chloroform
6. 6
   Lavagethe extract is washed with water
7. 7
   Autrethe organic layer is dried
8. 8
   Autrethe solvent is evaporated off
9. 9
   Autrethe residue is recrystallized from an ethanol/water mixture (1:1)

Mode opératoire

A mixture of 1.5 g (0.005 mol) of ethyl 6-fluoro-7-(pyrrol-1-yl)-1-formylamino-4-oxo-1,4-dihydroquinoline-3-carboxylate and 1.3 g (0.01 mol) of potassium carbonate in 10 ml of dimethylformamide is stirred for 3 hours at room temperature, 2.35 g (0.015 mol) of ethyl iodide are then added and the mixture is kept for 4 hours at room temperature. It is poured into a water/ice mixture, the precipitate obtained is filtered off, washed with water and extracted with chloroform, the extract is washed with water, the organic layer is dried, the solvent is evaporated off and the residue is recrystallized from an ethanol/water mixture (1:1) to give 0.7 g of a solid melting at 192°-194° C.

Source