In search of new organophosphorus pesticides and insecticides.: Part III:: Synthesis and anticholinesterase studies of 3-(subs)-quinoxy/pyridinoxy/cyclica mino-2,3-dihydro-2-(4-chlorophenyl)-1H-naphth [1,2-E][1,3,2] oxazaphosphorine 3-sulfides

In situ treatment of (cyclic) amino derivatives with the product obtained from the cyclocondensation of 1-p-chloroanilinomethyl naphthol-2 and thiophosphoryl chloride in dry benzene-THF afforded the titled oxazaphosphorine sulfides in good yield. Subsequently, the reaction of pyridinoky/quioxythiophosphorodi chloridates and 1-p-chloro anilino methyl naphthol-2 in dry benzene-THF mixture gave the corresponding pyridinoxy/quinoxy oxaza phosphorine 3-sulfides in quantitative yield. All the condensations proceeded smoothly by employing triethylamine to scavenge the liberated hydrogen chloride gas. Anticholinestease studies of these compounds indicated very high degree of inhibition several times higher than the reference standard-methyl parathion.