A H M Renfrew

4-Arylamino-6-chloro-1,3, 5-triazin-2(1H)-ones: nucleophilic substitution of a model compound in acid medium to produce novel fibre reactive triazinyl derivatives

A model 4-arylamino-6-chloro-1,3,5-triazin-2(1H)-one has been synthesised and reacted with a variety of nitrogen, oxygen and sulphur nucleophiles in an acidic medium. Unlike the parent compound, the products from reaction with pyridine, nicotinic acid and p-aminobenzene-β-sulphatoethylsulphone are capable of reaction with cellulose in an alkaline medium.

Novel fibre-reactive triazinyl betaines: a one step synthesis of 4-m-carboxypyridinium-s-triazine-2-oxides from dichloro-s-triazinyl derivatives

Five dichlorotriazinyl compounds have been reacted in turn, with nicotinic acid and one with pyridine, in acid medium. In each case either a carboxypyridinium or a pyridinium-triazine-2-oxide was formed cleanly. Ring opening of the pyridinium ring attached to the triazine did not occur. A limited study suggests that a bis-pyridinium-triazine is the penultimate species and chlorohydroxytriazines [6-chloro-1,3,5-triazin-2(1H)-ones] are not intermediates in the reaction sequence.