ACYL AND SULFONYL DERIVATIVES OF 10-AMINOALKYL-2,7-DIAZAPHENOTHIAZINES

Reaction of 3,3'-dinitro-4,4'-dipyridinyl disulfide (1) with sodium hydroxide in DMF led to 10H-2,7-diazaphenothiazine (4). N-Alkylation of (4) with phthalimidopropyl and phthalimidobutyl bromides gave phthalimidoalkyl derivatives (5) and (6) which were hydrolyzed to aminoalkyldiazaphenothiazines (7) and (8). N-Acylation with acetyl anhydride, benzoyl chloride, ethyl chloroformate and 2-chloroethyl isocyanate gave N-acyl derivatives (9-16). N-Sulfonylation with methanesulfonyl and p-toluenesulfonyl chlorides led to N-sulfonyl derivatives (17-20).