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

抄録

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.