Reaktion #42048

Reaktionsgleichung

2-methyl-5-nitroaniline

4,6-dichloropyrimidine

sodium hydrogen carbonate

ethyl acetate

→

objective compound

Ausbeute 78.6%

2-[(6-chloro)pyrimidin-4-ylamino]-1-methyl-4-nitrobenzene

Ausbeute 78.6%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter air cooling
2. 2
   Sonstigeto separate the aqueous layer
3. 3
   ExtraktionThe aqueous layer was further subjected to extraction with ethyl acetate twice
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
6. 6
   SonstigeThe residue was purified by silica gel column chromatography
7. 7
   Sonstigeto obtain a crude product
8. 8
   WaschenThe crude product was washed with diisopropyl ether

Vorschrift

2.64 g of 2-methyl-5-nitroaniline and 10.33 g of 4,6-dichloropyrimidine were stirred with heating at 110° C. for 16 hours. After air cooling, the reaction solution was dissolved in methanol. An aqueous saturated sodium hydrogen carbonate solution and ethyl acetate were added to separate the aqueous layer. The aqueous layer was further subjected to extraction with ethyl acetate twice. The organic layers were combined and dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography to obtain a crude product. The crude product was washed with diisopropyl ether to obtain 3.61 g of the objective compound as yellow crystals.

Quelle