Condensation of alkanediamines with formaldehyde; intramolecular disproportionation of N-hydroxymethyl groups into N-methyl and N-formyl groups

J Dale, T Sigvartsen

Index: Dale, Johannes; Sigvartsen, Turid Acta Chemica Scandinavica, 1991 , vol. 45, # 10 p. 1064 - 1070

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Citation Number: 18

Abstract

The condensation of oc,(o-alkanediamines NH2 (CN2)„NH2 with aqueous formaldehyde has been studied by NMR spectroscopy of isolated products and of product mixtures. The condensation was reversible and gave products of widely different types depending on alkane chain length: bicyclic oxadiaza compounds (n= 2, 3, 4), a tricyclic tetraaza compound (n= 2), a quinquecyclic octaaza compound (n= 3), two-dimensional polymers (n= 4, 5). A ...