THE PREPARATION OF 2-CYANOPYRIDINES FROM CYANOGEN AND SOME SIMPLE 1,3-DIENES

Abstract
In a previous paper, it was shown that cyanogen could be reacted with butadiene to give 2-cyanopyridine as the main reaction product. It was postulated that the reaction occurred through a Diels–Alder type of mechanism, with spontaneous dehydrogenation of the primary adduct. The present investigation has extended this study to the reaction of cyanogen with (i) isoprene, (ii) chloroprene, (iii) 2-methylpentadiene, and (iv) hexachlorobutadiene. The results are consistent with the mechanism postulated in the earlier paper.

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