Preparation of some nitrogen-containing 2,5-dialkoxystyrene derivatives

The synthesis of 2,5-dialkoxystyrene derivatives starting from 2,5-dihydroxybenzaldehyde is described. The key steps in the synthesis are the alkylation of the phenolic hydroxyl groups and subsequent Wittig olefination of the aldehyde moiety. The ether side-chains of the products display several nitrogen-containing functional groups, including phthalimido, tertbutoxycarbonylamino, cyano and aminotriazines.