Bromide ion → (E)-5-(2-Bromovinyl)uracil

5-vinyluracil (2.75 g, 20 mmoles) was dissolved in dry dimethylformamide (250 ml). To this solution was added a solution of bromide (3.2 g, 20 mmoles) in dry dimethylformamide (30 ml). The reaction mixture was shaken until colourless and then heated at 100° for 1 hour. The solution was then evaporated under reduced pressure to a brown oil to which was added water (30 ml). The resulting pink suspension was filtered and the pale pink solid recrystallised from methanol to give E-5-(2-bromovinyl)uracil (3.62 g, 84% yield).

1. temperaturethen heated at 100° for 1 hour
2. customThe solution was then evaporated under reduced pressure to a brown oil to which
3. additionwas added water (30 ml)
4. filtrationThe resulting pink suspension was filtered
5. customthe pale pink solid recrystallised from methanol

ORD record

ord-c1f745ea3eba4373895683c13b299593

Source dataset

uspto-grants-1984_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04424211