Oxidation of Phenylhydrazine with Sodium Periodate in the Presence of Primary and Secondary Aliphatic Alcohols -Oxidation Reaction of Phenylhydrazine with Sodium Periodate. II.-

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  • 脂肪族第一級および第二級アルコール存在下での過ヨウ素酸ナトリウムによるフェニルヒドラジンの酸化反応
  • Oxidation reaction of phenylhydrazine with sodium periodate. II. Oxidation of phenylhydrazine with sodium periodate in the presence of primary and secondary aliphatic alcohols.

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Description

Oxidation of phenylhydrazine with aqueous solution of sodium periodate in the presence of eleven kinds of simple aliphatic alcohols was investigated at 40±1°C.1-Phenyl-1, 2, 4triazole(1.0%) was obtained in Me0H and 3, 5-dirnethy1-1-phenyl-1, 2, 4-triazole(0.5%) in EtOH. The new phenylazo-substituted alcohols were also obtained in i-BuOH, i-C5H11OH, 2-pentanol, 4-methyl-1-pentanol and 4-methyl-2-pentanol (Table 1).3, 5-Dimethy1-1phenyl-1, 2, 4-triazole was also obtained by using acetaldehyde phenylhydrazone instead of EtOH under the above reaction conditions and a reaction of acetaldehyde phenylhydrazone with benzoyl peroxide in MeOH gave the same product (Scheme 2). The reaction route leading to each product was conceivably summarized as shown in Schemes 3 and 4.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1988 (3), 294-298, 1988-03-10

    The Chemical Society of Japan

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