Polymer supported nitrite esters as diazotising reagent

Glycidyl methacrylate based terpolymer resin was prepared in spherical bead s form by suspension polymerization of glycidyl methacrylate (0.4mol)-methy l methylacrylate (0.5mol)-divinyl benzene (0.1mol) mixture. Acid catalysed reaction of the resin beads (110-220 mum) with excess of glycerol gives cor responding modified resin with hydroxyl functions ( 6.86 mmol g(-1)). Upon standing in 2 M HNO2 solution, hydroxyl groups of the later esterified with nitrous acid (3.55 mmol g(-1)). The nitrite ester functions of the resin h ave been demonstrated to be efficient nitrous acid precurser in diazotisati on of aromatic amines. Diazotisation of aniline in 2 M HCl solutions at O d egreesC takes place in less than 15 minutes. Applicability and pratical yie lds of the method presented have been investigated by diazo coupling reacti on of beta- naphthol.