반응 #163514

반응 방정식

1-(4,6-dichloro-[1,3,5]-triazin-2-yl-amino)-imidazolidine-2,4-dione

potassium carbonate

4-methoxybenzylamine

→

solid

수율 43.1%

1-[4,6-Bis-(4-methoxybenzylamino)-{1,3,5}-triazin-2-yl-amino]-imidazolidine-2,4-dione

수율 43.1%

용매

acetonitrile

반응 조건

후처리

1. 1
   기타the solvent was removed under reduced pressure
2. 2
   추출The residue was extracted with ethyl acetate
3. 3
   건조the ethyl acetate was dried (MgSO4)
4. 4
   기타evaporated
5. 5
   기타to give the crude product which
6. 6
   기타was purified by flash chromatography on silica

실험 절차

To a stirred suspension of 1-(4,6-dichloro-[1,3,5]-triazin-2-yl-amino)-imidazolidine-2,4-dione (770 mg, 2.93 mmol) and potassium carbonate (2.42 g, 17.6 mmol) in acetonitrile (20 mL) at room temperature was added 4-methoxybenzylamine (0.96 mL, 7.32 mmol). The reaction mixture was stirred for 24 h at room temperature under an atmosphere of nitrogen and then the solvent was removed under reduced pressure. The residue was extracted with ethyl acetate and the ethyl acetate was dried (MgSO4) and evaporated to give the crude product which was purified by flash chromatography on silica using CH2Cl2/MeOH (50:1→10:1) as eluent. The pure product was isolated as a colourless solid (587 mg, 43%). 1H NMR (d6 DMSO): δ=3.67 (s, 6H); 3.96 and 4.05 (2s, total 2H); 4.20 and 4.32 (2s, total 4H); 6.80 (bs, 4H); 7.13-7.39 (m, 6H); 8.67, 8.85 and 8.99 (2s, total 1H); 11.0 (bs, 1H). Mass spectrum (ES+) 465 (M+H).

출처