1963Journal of Synthetic Organic Chemistry JapanOpen access

Catalytic Reduction of Aromatic Nitro Compounds in the Presence of Water, IV

Masashi SANO

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Abstract

As in the third report, phenylhydroxylamine showed the greatest reduction velocity among intermediates of reduction of nitrobenzene and itself was found to have reducing power. Then, as it was assumed that phenylhydroxylamine had a ability to increase the reduction velocity and remove nitrosobenzene which disturbs its reduction in the reduction course of nitrobenzene by use of N-103 catalyst by additon of phenylhydroxylamine to nitrobenzene containing 1 % of nitrosobenzene, it was ascertaind to be effective for reduction to aniline. Also, its addition to a difficultly reducible dinitro compound gave diamino compound easily. Under the same condition the integral equation of reduction velocity formulated from the above reaction mechanism showed the same type with the equation (6) in the second report and the experimental result could be explained well from this consideration. In addition the reductions of several other nitro compounds were carried out by use of N-103 catalyst.

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As in the third report, phenylhydroxylamine showed the greatest reduction velocity among intermediates of reduction of nitrobenzene and itself was found to have reducing power. Then, as it was assumed that phenylhydroxylamine had a ability to increase the reduction velocity and remove nitrosobenzene which disturbs its reduction in the reduction course of nitrobenzene by use of N-103 catalyst by additon of phenylhydroxylamine to nitrobenzene containing 1 % of nitrosobenzene, it was ascertaind to be effective for reduction to aniline. Also, its addition to a difficultly reducible dinitro compound gave diamino compound easily. Under the same condition the integral equation of reduction velocity formulated from the above reaction mechanism showed the same type with the equation (6) in the second report and the experimental result could be explained well from this consideration. In addition the reductions of several other nitro compounds were carried out by use of N-103 catalyst.

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As in the third report, phenylhydroxylamine showed the greatest reduction velocity among intermediates of reduction of nitrobenzene and itself was found to have reducing power. Then, as it was assumed that phenylhydroxylamine had a ability to increase the reduction velocity and remove nitrosobenzene which disturbs its reduction in the reduction course of nitrobenzene by use of N-103 catalyst by additon of phenylhydroxylamine to nitrobenzene containing 1 % of nitrosobenzene, it was ascertaind to be effective for reduction to aniline. Also, its addition to a difficultly reducible dinitro compound gave diamino compound easily. Under the same condition the integral equation of reduction velocity formulated from the above reaction mechanism showed the same type with the equation (6) in the second report and the experimental result could be explained well from this consideration. In addition the reductions of several other nitro compounds were carried out by use of N-103 catalyst.

Key concepts: Nitrosobenzene, Nitrobenzene, Aniline, Nitro, Chemistry, Catalysis, Nitro compound, Reduction (mathematics)

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