تفاعل #65759

معادلة التفاعل

sodium nitrite

2-amino-3,4-diethoxycarbonyl-6-(4-methoxyphenyl)pyridine

hydrochloric acid

dioxane

→

3,4-Diethoxycarbonyl-6-(4-methoxyphenyl)-2-pyridone

المذيبات

water

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةcooling
2. 2
   workup.DISTILLATIONThe solvent was distilled off
3. 3
   استخلاصfollowed by extraction with ethyl acetate
4. 4
   غسيلThe organic layer was washed with a saturated aqueous solution of sodium chloride
5. 5
   أخرىdried
6. 6
   workup.DISTILLATIONThe solvent was distilled off
7. 7
   أخرىThe resulting crude crystals were recrystallized from ethanol

الإجراء التجريبي

To 100 mg of 2-amino-3,4-diethoxycarbonyl-6-(4-methoxyphenyl)pyridine were added 2 ml of 1N hydrochloric acid and 5 ml of dioxane, and thereto was added dropwise a solution of 26 mg (1.3 eq.) of sodium nitrite dissolved in 0.5 ml of water under ice-cooling. The mixture was stirred at room temperature overnight. The solvent was distilled off. The residue was neutralized with sodium hydrogencarbonate, followed by extraction with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium chloride and dried. The solvent was distilled off. The resulting crude crystals were recrystallized from ethanol.

المصدر