Derivatives of eis-NPC12(NS0C1)2 and (NPC12)2NS0C1, Part XI [1] Preparation of Amino-phenyl Derivatives of NPC12(NS0C1)2

Introduction In a previous paper [2] we described that Friedel-Crafts phenylation of the ringsystems (NPCl2)3-n(NSOCl)w (n = 1, 2) leads to a reaction at the sulphur atoms. Efforts to substitute a phosphorus-bonded chlorine atom failed however, even in the presence of an excess of A1C13. It has been demonstrated in phosphazene chemistry [3-6] that a PClAm group (Am = amino) is more reactive towards Friedel-Crafts substitution than a PC12 group. In view of these results an amino derivative of eis-NPC12(NS0C1)2 viz. NPCl(NH-ra-Bu)(NSOCl)2 was allowed to react in a benzene-AlCl3 suspension. Although the introduction of a phenyl group at phosphorus could be achieved a second reaction took place in which the butylamino group was decomposed into a NH2 group. A similar FriedelCrafts experiment with NPClPyr(NSOCl)2 (Pyr = pyrrolidino) showed analogous results.