Catalytic Reduction of Quinoline 1-Oxide and 4-Substituted Pyridine 1-Oxides with Urushibara Nickel

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Other Title
  • 漆原ニッケルを用いるQuinoline 1-Oxideおよび4-置換Pyridine 1-Oxideの接触還元
  • シツ ゲン ニッケル オ モチイル Quinoline 1-Oxide オヨビ 4-チカン Pyridine 1-Oxide ノ セッショク カンゲン

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Description

Catalytic reduction at ordinary temperature and pressure, using Urushibara nickel-B in methanol, was carried out on quinoline 1-oxide (I), 4-chloropyridine 1-oxide (II), 4-methoxypyridine 1-oxide (III), and 4-benzyloxypyridine 1-oxide (IV), and they were respectively deoxygenated. In the case of 4-nitropyridine 1-oxide (IX), reduction in methanol chiefly afforded 4, 4′-azopyridine (XI), with a small amount of 4, 4′-azoxypyridine 1, 1′-dioxide (XII) and 4, 4′-hydrazopyridine (XIII). When this reduction is carried out in methanol containing a small amount of acetic acid, 4-aminopyridine (XI) was chiefly produced, besides a small amount of (XI) and (XIII). This is approximately the same as in the use of Raney nickel, except in the case of (IX), but the velocity of the reaction is somewhat slower with Urushibara nickel.

Journal

  • YAKUGAKU ZASSHI

    YAKUGAKU ZASSHI 80 (6), 839-840, 1960

    The Pharmaceutical Society of Japan

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