title: [2-Dichloromethyl-naphthimidazole quinones. 4. Heterocyclic 1,4-naphthoquinine derivatives].
abstract: 2-Arylamino-3-dichloroacetylamino-1,4-naphthoquinones 4 show in ethanolic hydrochloric acid the same reactivity as the corresponding 3-monochloroacetylamino-1,4-naphthoquinones 3. After cyclisation from 4 to 6, 6 dehydrates to give 2-dichloromethyl-4,9-dihydro-1-phenyl-1H-napth [2,3-d]imidazole-4,9-diones 8. Elimination of dichloromethane from 6 to 9 is not observed. The reaction of 4c in alkaline DMSO solution indicates, that ring closure to 3-hydroxy-benzo[g]quinoxalinetriones 2 is possible. The microbiological activity from 7 and 8 has been proved.
authors.affiliation: Fachrichtung Pharmazeutische Chemie, Universität des Saarlandes, Saarbrücken.
authors.forename: H J
authors.initials: HJ
authors.lastname: Kallmayer
authors.forename: M
authors.initials: M
authors.lastname: Binger
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis*; D001419:Bacteria / Q000187:drug effects*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000494:pharmacology; D008826:Microbial Sensitivity Tests; D009285:Naphthoquinones / Q000138:chemical synthesis* / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D007093:Imidazoles; D009285:Naphthoquinones
vernacular_title: 2-Dichlormethyl-naphthimidazolchinone. 4. Mitteilung: Heterocyclische 1,4-Naphthochinonderivate [1].