Sodium Iodide → (E)-5-(2-Bromovinyl)uracil

To a solution of E-5-(2-bromovinyl)-2,4-dimethoxypyrimidine (2.45 g; 10 mmol) in AcOH (10 ml) was added NaI (3.3 g; 2.2 eq.; 22 mmol) and the solution heated under reflux for 3 h. The hot mixture was filtered and diluted with water (15 ml). After cooling, the precipitated product was filtered off, washed with acetone (50 ml) and ether (20 ml) and dried to give a pale yellow powder (1.40 g, 65%). Mp>320° C.; 60 MHz 1H-NMR, DMSO-6d, δ: 7.60 (s, 1H, H-6); 7.30 (d, 1H, J=13 Hz, vinyl H); 6.80 (d, 1H, J=13 Hz, vinyl H).

1. temperaturethe solution heated
2. temperatureunder reflux for 3 h
3. filtrationThe hot mixture was filtered
4. additiondiluted with water (15 ml)
5. temperatureAfter cooling
6. filtrationthe precipitated product was filtered off
7. washwashed with acetone (50 ml) and ether (20 ml)
8. customdried

ORD-Eintrag

ord-23e2ef8cc43745359193bb1a9a8454ac

Quelldatensatz

uspto-grants-1996_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05521163