Reaction of 5-Carboxypyrimidine Derivatives with Sodium Bisulfite

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Other Title
  • A Facile Decarboxylation Method

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Description

5-Carboxyuracil derivatives were shown to react with aqueous sodium bisulfite in mild condition resulting in facile decarboxylation to give corresponding 5-decarboxy-5, 6-dihydrouracil-6-sulfonates and uracils in good yield. The former compounds were quantitatively transformed to the latter in alkaline condition. Mechanistic feature of this reaction was discussed, which implied the initial nucleophilic addition of bisulfite across the 5, 6-double bond. 5-Carboxycytosine was also shown to react similarly, however, accompanied by hydrolytic deamination.

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Details 詳細情報について

  • CRID
    1390282681447069952
  • NII Article ID
    130003524023
  • DOI
    10.1271/bbb1961.36.1571
  • COI
    1:CAS:528:DyaE3sXhs1elsQ%3D%3D
  • ISSN
    18811280
    00021369
  • Text Lang
    en
  • Data Source
    • JaLC
    • Crossref
    • CiNii Articles
  • Abstract License Flag
    Disallowed

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