Reaktion #69646

Reaktionsgleichung

intermediate 2

4-[[5-bromo-2-[(2,4,6-trimethylphenyl)amino]-4-pyrimidinyl]amino]benzonitrile

ether

4-aminobenzonitrile

1,4-dioxane

HCl

diethyl ether

→

4-[[5-bromo-4-[(2,4,6-trimethylphenyl)amino]-2-pyrimidinyl]amino]benzonitrile

Ausbeute 13.0%

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solvent was evaporated
2. 2
   workup.ADDITION1,4-dioxane (20 ml) was added
3. 3
   Temperaturrefluxed for seven days
4. 4
   SonstigeThe solvent was evaporated
5. 5
   workup.DISSOLUTIONthe residue dissolved in CH2Cl2
6. 6
   Waschenwashed with 1 M NaOH
7. 7
   Sonstigethe solvent evaporated
8. 8
   workup.DISSOLUTIONThe residue was dissolved in CH2Cl2 (10 ml)
9. 9
   Filtrationthe precipitate was filtered off
10. 10
    Sonstigedried

Vorschrift

To a flask containing intermediate 2 (0.00285 mop was added ether. To this homogeneous solution was added HCl in diethyl ether (1M; 0.00855 mol). The solvent was evaporated and 1,4-dioxane (20 ml) was added. Finally, 4-aminobenzonitrile (0.00291 mol) and 1,4-dioxane (15 ml) were added and the reaction mixture was stirred and refluxed for seven days. The solvent was evaporated, the residue dissolved in CH2Cl2, washed with 1 M NaOH, and the solvent evaporated. The residue was dissolved in CH2Cl2 (10 ml) and the precipitate was filtered off and dried, yielding 0.15 g (13%) of 4-[[5-bromo-4-[(2,4,6-trimethylphenyl)amino]-2-pyrimidinyl]amino]benzonitrile (comp. 3).

Quelle