Synthesis of Orthanilic Acid by the Reaction of Aniline with Sulfamic Acid

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Other Title
  • アニリンとスルファミン酸との反応によるオルタニル酸の合成
  • アニリン ト スルファミンサン ト ノ ハンノウ ニ ヨル オルタニルサン ノ ゴウセイ

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Description

It has been found that reaction of aniline with sulfamic acid gave ammonium orthanilate through the. reaction intermediates ammonium N-phenylsulfamate.<BR>When a mixture of 1 mole of sulfamic acid and 4 moles of aniline was stirred at 160°C for 12 hr, orthanilic acid (0.42 mol) sulfanilic acid (0.35 mol) and a small amount of aniline disulfonic acid was obtained. The separation of orthanilic acid and sulfanilic acid was per- formed successfully by means of the difference of solubilities in aqueous pottassium hydroxide.<BR>The total yields of orthanilic acid and sulfanilic acid were 35.5% and 24.4% respectively based on sulfamic acid. This method can be conveniently used for the preparation of orthanilic arid.

Journal

  • NIPPON KAGAKU KAISHI

    NIPPON KAGAKU KAISHI 1972 (2), 380-382, 1972-02-10

    The Chemical Society of Japan

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