Synthesis of 4-alkyl-3,4-dihydronaphtho[2,3-f]quinoxaline-2,7,12-(1H)-triones and 3-alkyl-5-arylamino-2-chloromethyl-3H-anthra[1,2-d]imidazole-6,11-diones based on reactions of 1-amino-9,10-anthraquinones with chloroacetyl chloride

Abstract

Synthesis of 4 alkyl 3,4 dihydronaphtho[2,3 f]quinoxaline 2,7,12 (1H) triones and 3 alkyl 5 arylamino 2 chloromethyl3H anthra[1,2 d]imidazole 6,11 diones based on reactions of 1 amino 9,10 anthraquinones with chloroacetyl chloride A method was developed for the synthesis of 4 alkyl 3,4 dihydronaphtho[2,3 f]quinoxaline 2,7,12 (1H) triones starting from 1 chloroacetylamino 2 halo 9,10 anthraquinones and pri mary and secondary amines. The reactions of 1 amino 2 alkylamino 9,10 anthraquinones with chloroacetyl chloride afforded 3 alkyl 5 arylamino 2 chloromethyl 3H anthra[1,2 d] imidazole 6,11 diones. The reaction products contain chloroalkyl groups, which can undergo further modifications.