Dioctylamine → HCID 14949909, compound

Participants

Reaction Steps

To study the reaction mechanism, 4-methoxyphenylurea was heated in boiling toluene. It was expected that 4-methoxyphenyl isocyanate would be formed, but instead the 4-methoxyphenylurea remained completely unchanged. On heating 4-methoxyphenylurea in boiling toluene with the addition of one equivalent of dioctylamine, N,N-dioctyl-N'-4-methoxyphenylurea was formed in 60% yield after one hour, no by-products, in particular no isocyanates or by-products derived from them, being produced. Proof that the reaction does not proceed via isocyanates was obtained using 1H-NMR and 13C-NMR spectroscopy.

Provenance & Evidence