Reactions of Nicotinic Acid 1-Oxide with Propionic, Phenylacetic and Benzoic Anhydrides(Organic,Chemical)

  • 永野 洋幸
    Central Research Laboratories, Chugai Pharmaceutical Co., Ltd.
  • 縄田 喜治
    Central Research Laboratories, Chugai Pharmaceutical Co., Ltd.
  • 浜名 政和
    Central Research Laboratories, Chugai Pharmaceutical Co., Ltd.

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説明

Nicotinic acid 1-oxide (1) reacts with hot propionic anhydride to give 4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone 4-oxide (2), 5-aza-3-methyl-4-propionyloxyisocoumarin (3), 4-aza-3-ethyl-3-propionyloxy-1(3H)-isobenzofuranone (4), 4-aza-3-ethyl-3,5-dipropionyloxy-1(3H)-isobenzofuranone (5) and a mixture of 2 and 6-hydroxynicotinic acids (6 and 7). Product 2 is a 2-propionylation product of 1, and 3, 4 and 5 arise from further action of the anhydride on 2. Phenylacetic anhydride undergoes oxidative decarboxylation with 1 to give benzaldehyde and nicotinic acid. The reaction of 1 with benzoic anhydride affords a 2-benzoylation product, 4-aza-3-benzoyloxy-3-phenyl-1(3H)-isobenzofuranone 4-oxide (12).

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詳細情報 詳細情報について

  • CRID
    1572261552209138944
  • NII論文ID
    110006281581
  • NII書誌ID
    AA00602100
  • ISSN
    00092363
  • 本文言語コード
    en
  • データソース種別
    • CiNii Articles

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