반응 #53329

반응 방정식

chloroacetic acid methyl ester

sodium hydride

compound ( 1 )

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

DMF

→

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

수율 19.4%

반응 조건

후처리

1. 1
   기타The reaction mixture was then quenched with water
2. 2
   여과the resulting solid was filtered off
3. 3
   workup.ADDITIONThe residue was treated with hot ACN
4. 4
   여과filtered while still hot
5. 5
   기타The residue from the cooled filtrate was recrystallized from 1,4-dioxane
6. 6
   여과The precipitate was filtered off

실험 절차

A solution of sodium hydride (0.00195 mol) in DMF (7 ml) was added to compound (1) (0.00186 mol) and the resulting solution was stirred for 5 minutes under argon. Then, chloroacetic acid methyl ester (0.0186 mol) was added and the reaction mixture was heated to 70° C. for 19 hours. The reaction mixture was then quenched with water and the resulting solid was filtered off. The residue was treated with hot ACN, then filtered while still hot. The residue from the cooled filtrate was recrystallized from 1,4-dioxane. The precipitate was filtered off, yielding 0.16 g (19.4%) of methyl N-(4-cyanophenyl)-N-[4-amino-6-[(2,6-dichlorophenyl)methyl]-1,3,5-triazin-2-yl]glycine (compound 39).

출처