Reacción #320771

Ecuación de reacción

1,1-dicyano-4-ethoxy-3-methyl-1,3-butadiene

1,1-dicyano-4,4-diethoxy-3-methyl-1-butene

ammonia

→

2-amino-3-cyano-4-methylpyridine

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroAfter this time the solvent is removed under reduced pressure
2. 2
   Otrothe residue is partitioned between 160 mL of aqueous 1N hydrochloric acid and 160 mL of ethyl acetate
3. 3
   OtroThe aqueous layer is separated
4. 4
   workup.ADDITIONpoured into 160 mL of an aqueous solution saturated with sodium bicarbonate
5. 5
   FiltraciónThe resultant solid is collected by filtration
6. 6
   Otrodried

Procedimiento

A solution of about 6.1 grams (0.038 mole) of a mixture of 1,1-dicyano-4-ethoxy-3-methyl-1,3-butadiene and 1,1-dicyano-4,4-diethoxy-3-methyl-1-butene in 200 mL of saturated methanolic ammonia is stirred at ambient temperature for about 15 hours. After this time the solvent is removed under reduced pressure, and the residue is partitioned between 160 mL of aqueous 1N hydrochloric acid and 160 mL of ethyl acetate. The aqueous layer is separated and poured into 160 mL of an aqueous solution saturated with sodium bicarbonate. The resultant solid is collected by filtration and dried, yielding about 2.6 grams of 2-amino-3-cyano-4-methylpyridine. Steps A and B are repeated.

Fuente