Synthetic Studies on Analgesic 5-Aminomethylsalicylic Acid

Analgesic 5-aminomethylsalicylic acid (V) was obtained by amination (Delepine reaction) of methyl 5-chloromethylsalicylate, prepared by chloromethylation (Blanc-Quelet reaction) of methyl salicylate by treating with formaldehyde and hydrogen chloride in the presence of zinc chloride. Total yield of...

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Veröffentlicht in:YAKUGAKU ZASSHI 1971/05/25, Vol.91(5), pp.590-593
Hauptverfasser: SHINDO, MINORU, TAKAKU, SAKAE, MORO, KANJI, TAKAMURA, KEIICHI
Format: Artikel
Sprache:eng ; jpn
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Zusammenfassung:Analgesic 5-aminomethylsalicylic acid (V) was obtained by amination (Delepine reaction) of methyl 5-chloromethylsalicylate, prepared by chloromethylation (Blanc-Quelet reaction) of methyl salicylate by treating with formaldehyde and hydrogen chloride in the presence of zinc chloride. Total yield of V was 45% based on methyl salicylate. Similarly, chloromethylation of salicylic acid followed by amination gave V in 40% yield.
ISSN:0031-6903
1347-5231
DOI:10.1248/yakushi1947.91.5_590