Studies of heterocyclic compounds. XII. Structures of acetylated products of 5-hydroxy-4-(2-hydroxyethyl)-3-methylpyrazole.

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概要

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• Acetylation of 5-hydroxy-4-(2-hydroxyethyl)-3-methylpyrazole (<B>1</B>) produced five acetyl derivatives: 4-(2-acetoxyethyl)-5-hydroxy-3-methylpyrazole (<B>2</B>), 4-(2-acetoxyethyl)-2-acetyl-5-hydroxy-3-methylpyrazole (<B>3</B>), 4-(2-acetoxyethyl)-1-acetyl-5-hydroxy-3-methylpyrazole (<B>4</B>), 5-acetoxy-4-(2-acetoxyethyl)-2-acetyl-3-methylpyrazole (<B>5</B>), and 1-acetyl-5-hydroxy-4-(2-hydroxyethyl)-3-methylpyrazole (<B>6</B>). The partial hydrolysis of <B>3</B> and <B>5</B> in aq acetic acid gave the monoacetate (<B>2</B>). The triacetate (<B>5</B>) afforded <B>3</B> by heating in a mixture of pyridine and meththanol. Migration of the acetyl group from the N<SUB>1</SUB>-position to the C<SUB>5</SUB>-O- and to the side chain-O-position is suggested. It is also suggested that the triacetate (<B>5</B>) may be effective for acetylation of amines.

• 公益社団法人 日本化学会の論文

著者

• Miyasaka Tadashi

  School Of Pharmaceutical Sciences Showa University

• Ochi Hisao

  School of Pharmaceutical Sciences, Showa University

• Arakawa Kiichi

  School of Pharmaceutical Sciences, Showa University

関連論文

• Stereoselective Synthesis of 4'-α-Alkylcarbovir Derivatives Based on an Asymmetric Synthesis or Chemoenzymatic Procedure
• Studies of heterocyclic compounds. VIII. Synthesis and tautomerism of 2-hydroxypyrazolo(1,5-a)pyridine.
• Studies of heterocyclic compounds. XII. Structures of acetylated products of 5-hydroxy-4-(2-hydroxyethyl)-3-methylpyrazole.

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