Butyn-2-one → 2-(3-Oxobuten-1-yl)thio-5-chloropyrimidine

Beteiligte Stoffe

Reaktionsschritte

3-Butyn-2-one (5 mmol) in chloroform (25 ml) was added dropwise over 10 min at room temperature to a stirred suspension of 5-chloropyrimidine-2-thione (4.5 mmol) in chloroform (25 ml). The mixture was stirred for an additional 10 min before the solvent was evaporated. The residue was crystallized from methanol; yield 72%, m.p. 89° C. 1H NMR (CDCl3): δ2.20 (Me-(Z)), 2.23 (Me-(E)), 6.52 (Hα, d, J 18 Hz (E)), 6.58 (Hα, d, J 10 Hz (Z)), 8.43 (Hβ, d, J 10 Hz (Z)), 8.57 (Hβ, d, J 18 Hz (E)), 8.62 (H-4, H-6); (E)/(Z)=1:1. IR (KBr): 1660 cm-1 (CO).

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