反应详情

A stirred mixture of 9.25 g. (0.05 mole) of methyl 2-chloro-6-methylnicotinate, 2,85 g. (0.05 mole) of allylamine and 5.3 g. (0.05 mole) of sodium carbonate in 50 ml. of ethanol was heated under reflux for 5 hours. The mixture was filtered and the filtrate was evaporated in a rotary evaporator. The residue was diluted with 50 ml. of water and was extracted with 50 ml. of diethyl ether. The ether layer was dried over magnesium sulfate, filtered and was evaporated. The residue was passed through a neutral aluminum oxide column using ethyl acetate as the eluent. Evaporation of the ethyl acetate gave 3.1 g. of product. A small amount of this oil was dissolved in diethyl ether containing a few drops of ethanol and this solution was acidified with an ethereal hydrochloric acid solution. The precipitate which formed was collected and was recrystallized from ethyl acetate to give 2-allylamino-6-methylnicotinic acid methyl ester, m.p. 140°-2° C.

1. additionA stirred mixture of 9.25 g
2. temperatureunder reflux for 5 hours
3. filtrationThe mixture was filtered
4. customthe filtrate was evaporated in a rotary evaporator
5. additionThe residue was diluted with 50 ml
6. extractionof water and was extracted with 50 ml
7. dry with materialThe ether layer was dried over magnesium sulfate
8. filtrationfiltered
9. customwas evaporated
10. customEvaporation of the ethyl acetate
11. customgave 3.1 g
12. customThe precipitate which formed
13. customwas collected
14. customwas recrystallized from ethyl acetate