Procedimiento para la preparacion de 1,4-dihalofenacinas e intermedios de síntesis
Procedimiento para la preparación de 1,4-dihalofena-cinas e intermedios de síntesis. Comprende hacer reaccionar 3,6,6-tetrahalo-1,2-ciclohexanodiona de fórmula (II), en donde X representa un grupo halo, con 1,2-diaminas aromáticas de fórmula (III), en donde R1,R2,R3 y R4 representan cualquier grupo orgánico oinorgánico, bajo condiciones de reacción adecuadas, y seguida de la bisdeshi-drohalogenación para obtener el producto deseado. También se refiere a intermedios de síntesis 1,1,4,4-tetrahalo-1,2,3,4-tetrahidrofenacinas (IV), útiles para la obtención de dichas 1,4-dihalofenacinas (I). Tienen aplicación por su actividad herbicida, por un lado, y actividad antibióotica o antitumoral, por otro.
![intermedios](data:image/png;base64,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)
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