Amino derivatives of anhydrotetracycline

Nitrosation of anhydrotetracycline ( 5 ) affords 9-nitrosoanhydrotetracycline ( 6 ), which is converted by sodium dithionite into 9-aminoanhydrotetracycline ( 7 ). Alkaline coupling of anhydrotetracycline with diazotized sulfanilic acid gives an azo dye which is reduced by sodium dithionite to give...

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Veröffentlicht in:Canadian journal of chemistry 1984-11, Vol.62 (11), p.2583-2584
Hauptverfasser: Menachery, Mary D, Cava, Michael P
Format: Artikel
Sprache:eng
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Zusammenfassung:Nitrosation of anhydrotetracycline ( 5 ) affords 9-nitrosoanhydrotetracycline ( 6 ), which is converted by sodium dithionite into 9-aminoanhydrotetracycline ( 7 ). Alkaline coupling of anhydrotetracycline with diazotized sulfanilic acid gives an azo dye which is reduced by sodium dithionite to give 7-aminoanhydrotetracycline ( 9 ). Reductive methylation of amines 7 and 9 with formaldehyde and sodium cyanoborohydride yields 9-dimethylaminoanhydrotetracycline ( 8 ) and 7-dimethylaminoanhydrotetracycline ( 10 ), respectively.
ISSN:0008-4042
1480-3291
DOI:10.1139/v84-441