Oxidation of hydrazones to the corresponding diazo compound

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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260239AA, 2602391, 544 3, 560250, C07C11300, C07C11302, C07C11304

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active

040838374

ABSTRACT:
A process for the preparation of diazo compounds, particularly diazoalkanes, is described in which a hydrazone is oxidized with an oxidizing agent, said oxidizing agent comprising an organic peracid, chloramine-T or N-chlorosuccinimide to a corresponding diazo compound, preferably in the presence of a base. The reaction may be catalyzed by an oxidation catalyst such as iodine.

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Smith, et al., Organic Syntheses, Collective vol. III, pp. 351-352, (1955).
Theilheimer (I), "Synthetic Methods of Organic Chemistry," vol. 16, p. 172, (1962).
Theilheimer (II), "Synthetic Methods of Organic Chemistry," vol. 19, p. 155, (1965).

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