Iodine chloride → E-5-(2-iodovinyl)uracil

Participants

Reaction Steps

5-vinyluracil (1.1 g, 8 mmoles) was dissolved in dry dimethylformamide (40 ml). To this solution was added a solution of iodine monochloride (1.28 g, 8 mmoles) in dry dimethylformamide (20 ml). The reaction mixture was allowed to stand, with occasional shaking, for 30 minutes and then heated at 100° for 30 minutes. The solution was then evaporated under reduced pressure to a brown oil to which was added water (20 ml). The resulting dark brown suspension was filtered and the brown solid collected and dried giving crude E-5-(2-iodovinyl)uracil (1.6 g, 76% yield). For the next stage this was not purified further.

Provenance & Evidence