The perchlorinated aromatic nitrogen heterocycles undergo metathesis and approach equilibrium compositions at ca. 600°C in 3 h according to the equation 1,3,5-C3Cl3N3+ C6Cl6⇌ C4Cl4N2+ C5Cl5N; C4Cl4N2 consists of an equilibrium mixture of tetrachloropyrimidine and tetrachloropyrazine which interconvert by way of their cyanogen chloride Diels–Alder adducts.
W. Mahler and T. Fukunaga, J. Chem. Soc., Chem. Commun., 1977, 307 DOI: 10.1039/C39770000307
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