반응 #549874

반응 방정식

ethyl 1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate

potassium carbonate

O-(2,4-dinitrophenyl)hydroxylamine

→

ethyl 1-amino-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate

수율 63.1%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타was slurried at room temperature
2. 2
   농축concentrated in vacuo
3. 3
   workup.DISSOLUTIONThe residue was dissolved in 1 liter of warm water
4. 4
   추출extracted with 800 ml of chloroform
5. 5
   여과The extracts were filtered
6. 6
   건조dried over anhydrous magnesium sulfate
7. 7
   농축concentrated in vacuo
8. 8
   기타The residue was recrystallized from ethanol
9. 9
   기타chromatographed on silica gel
10. 10
    세척for elution

실험 절차

A mixture of 9.7 g (0.0417 m) of ethyl 1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate, 11.5 g (0.0834 m) of potassium carbonate and 200 ml of dimethylformamide was slurried at room temperature, and 8.3 g (0.0417 m) of O-(2,4-dinitrophenyl)hydroxylamine was added. The reaction mixture was stirred for 17 hours and then concentrated in vacuo. The residue was dissolved in 1 liter of warm water and extracted with 800 ml of chloroform. The extracts were filtered, dried over anhydrous magnesium sulfate, decolorized with charcoal and concentrated in vacuo. The residue was recrystallized from ethanol and chromatographed on silica gel, using isopropyl alcohol-chloroform (1:9) for elution, to give 6.5 g of ethyl 1-amino-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylate, buff-colored solid, m.p. 173°-174° C. when recrystallized from ethanol.

출처