2,5-Dicarbonyl Sugars : New Intermediates for Synthesising Heterocyclic Rings. I. Synthesis of 4 (1H)-Pyridazinone Derivatives from Dicarbonyl Sugars

スポンサーリンク

概要

• 論文の詳細を見る

• 2,5-Dicarbonyl sugars (5-keto-D-fructose and 2,5-diketo-D-gluconate) prepared by bacterial oxidation, react with hydrazine hydrate to give 4 (1H)-pyridazinone derivatives. Treatment of 5-keto-D-fructose (D-threo-2,5-hexodiulose) (I) with hydrazine hydrate yields 3,6-dihydroxymethyl-4 (1H)-pyridazinone (III), which is identical with the reaction product of kojic acid with hydrazine. Treatment of 2,5-diketo-D-gluconate (D-threo-2,5-hexodiulosonate (II) with hydrazine hydrate yields a mixture of 3-hydroxymethyl-4 (1H)-pyridazinone-6-carboxylic acid (IV) and 6-hydroxymethyl-4 (1H)-pyridazinone-3-carboxylic acid (V), whose structures can be established by chemical and spectroscopic methods. The mechanisms of their formation are also discussed.

• 公益社団法人日本薬学会の論文
• 1974-08-25

著者

• 浅野 和夫

  Research Institute Daiichi Seiyaku Co. Ltd.

• 今田 勝美

  Research Institute, Daiichi Seiyaku Co., Ltd.

• 今田 勝美

  Research Institute Daiichi Seiyaku Co. Ltd.

関連論文

• 2,5-Dicarbonyl Sugars : New Intermediates for Synthesising Heterocyclic Rings. I. Synthesis of 4 (1H)-Pyridazinone Derivatives from Dicarbonyl Sugars
• Nonenzymatic Transamination with Pyridinecarboxaldehyde
• 2,5-Dicarbonyl Sugars : New Intermediates for Synthesising Heterocyclic Rings. II. Synthesis of N-Substituted 5-Oxidopyridazinium Derivatives from 2,5-Diketo-D-gluconate

スポンサーリンク