Reacción #95052

Ecuación de reacción

ethyl 4-chloro-8-methoxy-3-quinolinecarboxylate

o-toluidine

→

Ethyl 8-Methoxy-4-[(2-methylphenyl)amino]-3-quinolinecarboxylate Hydrochloride

Disolventes

tetrahydrofuran

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónThe yellow solid precipitate was filtered
2. 2
   Lavadowashed with isopropyl ether
3. 3
   OtroThe product was recrystallized three times from methylene chloride

Procedimiento

To a solution of 5.31 g (19.98 mmoles) of ethyl 4-chloro-8-methoxy-3-quinolinecarboxylate dissolved in 40 ml of tetrahydrofuran was added 2.15 g (20.06 mmoles) of o-toluidine dissolved in 40 ml of tetrahydrofuran. The solution was stirred with exclusion of moisture at 60° C. for 18 hours. The yellow solid precipitate was filtered and washed with isopropyl ether; yield 7.13 g (95.7%). The product was recrystallized three times from methylene chloride: ethyl acetate, m.p. 191°-193.5° C.

Fuente