2-Dichloromethyl-naphthimidazole quinones. 4. Heterocyclic 1,4-naphthoquinine derivatives

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-...

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Bibliographic Details
Published in:	Pharmazie Vol. 46; no. 4; p. 247
Main Authors:	Kallmayer, H J, Binger, M
Format:	Journal Article
Language:	German
Published:	Germany 01-04-1991
Subjects:	Anti-Bacterial Agents - chemical synthesis Bacteria - drug effects Imidazoles - chemical synthesis Imidazoles - pharmacology Microbial Sensitivity Tests Naphthoquinones - chemical synthesis Naphthoquinones - pharmacology
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Summary:	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.
ISSN:	0031-7144