Oxidation process for preparing .alpha.-hydroxyazo compounds

Details Oxidation process for preparing .alpha.-hydroxyazo compounds Oxidation process for preparing .alpha.-hydroxyazo compounds

1974-03-21

1976-11-16

Higel, Floyd D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260566B, C07C10702

Patent

active

039923681

ABSTRACT:
A process for preparing an alpha-hydroxyazoalkane of the formula ##EQU1## wherein R is hydrogen, aliphatic, cycloaliphatic or aromatic and R.sub.1 and R.sub.2 are monovalent aliphatic radicals and R.sub.2 can also be aromatic with the proviso that no more than one R is hydrogen or aromatic by oxidizing a hydrazone of the formula ##EQU2## with a non-acidic, aqueous mild oxidizing solution. Generally, the mild oxidizing agent comprises an aqueous solution of a hypohalite or an alkali metal or alkaline earth metal, preferably sodium hypochlorite. The mole ratio of oxidizing agent to hydrazone should be at least 1:1 to ensure complete oxidation, and preferably one uses a 5% to 15% molar excess of the oxidizing agent.

REFERENCES:
patent: 3350385 (1967-10-01), Spialter et al.
Morrison, H., Danishefsky S., Yates P., J. Org. Chem., vol. 26, pp. 2617-2618, (1961).
Ioffe B., Stopskii V., J. Org. Chem., USSR, vol. 4, pp. 1446-1461, (1968).
Ioffe B., Gershtein L., J. Org. Chem., USSR, vol. 5, pp. 257-260, (1969).

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