2,5-Dimethylpyrazine → 2,5-Divinylpyrazine

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Reaction Steps

The procedure of Example 1 was followed using 2,5-dimethylpyrazine as the starting material. The intermediate, 2,5-bis(N,N-dimethylaminoethyl)pyrazine, was prepared at a yield of 47% (118°-130° C./1.2 mm Hg). The product 2,5-divinylpyrazine was collected at 46°-50° C./1.2 mm Hg (36%, nD =1.595). It was found to be slightly soluble in water. 1H NMR (CDCl3) δ 5.57 (2H, dd, J=9.0, 1.2 Hz), 6.31 (2H, dd, J=17.7, 1.2 Hz), 6.80 (2H, dd, J=17.7, 9.0 Hz), 8.51 (2H, s); 13C NMR (CDCl3) δ 120.18, 133.27, 142.31, 149.38.

Provenance & Evidence