Reacción #53331

Ecuación de reacción

NaOH

guanidine

intermediate ( 27 )

4-[[4-chloro-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-amino]benzonitrile

→

N-[4-[(4-cyanophenyl)amino]-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-guanidine

Rendimiento 64.3%

Disolventes

1,4-dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe reaction mixture was stirred at RT for 16 hours
2. 2
   OtroThe reaction mixture was quenched with H2O
3. 3
   workup.STIRRINGstirred
4. 4
   FiltraciónThe resulting precipitate was filtered off
5. 5
   workup.STIRRINGthe residue was stirred
6. 6
   Temperaturain refluxing methanol
7. 7
   Temperaturacooled
8. 8
   Filtraciónfiltered

Procedimiento

NaOH (0.0128 mol), 1,4-dioxane (5 ml), and guanidine (0.0128 mol) were combined and stirred at RT for 5 minutes under argon. Then, intermediate (27) (0.00128 mol) was added and the reaction mixture was stirred at RT for 16 hours. The reaction mixture was quenched with H2O, and stirred. The resulting precipitate was filtered off and the residue was stirred in refluxing methanol, cooled, and filtered, yielding 0.34 g (64.3%) of N-[4-[(4-cyanophenyl)amino]-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]-guanidine (compound 20).

Fuente