反応 #549874

反応方程式

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

収率 63.1%

溶媒

dimethylformamide

反応条件

後処理

1. 1
   その他was slurried at room temperature
2. 2
   濃縮concentrated in vacuo
3. 3
   workup.DISSOLUTIONThe residue was dissolved in 1 liter of warm water
4. 4
   抽出extracted with 800 ml of chloroform
5. 5
   ろ過The extracts were filtered
6. 6
   乾燥dried over anhydrous magnesium sulfate
7. 7
   濃縮concentrated in vacuo
8. 8
   その他The residue was recrystallized from ethanol
9. 9
   その他chromatographed on silica gel
10. 10
    洗浄for elution

実験手順

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.

出典