Hydrazine hydrate (1:1) → HCID 70577132, compound

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Reaction Steps

Dry ozone is passed, in excess, into a solution of 69.0 g (0.2 mol) of the sodium salt of 2-acetyl-4-aci-nitro-3-phenyl-glutaric acid dimethyl ester in 300 ml of absolute methanol at -78° C. until the solution becomes blue-coloured. After 30 minutes, the ozone is removed by passing dry nitrogen in and the mixture is warmed to -20°, under nitrogen. 10 g (0.2 mol) of hydrazine hydrate in 50 ml of absolute methanol are added dropwise and the mixture is stirred at room temperature for 12 hours. For working up, the methanol is distilled off in vacuo, the residue is taken up in chloroform and insoluble material is filtered off. The chloroform is distilled off from the filtrate and, after adding a little isopropanol to the residue, the product slowly crystallises out. Melting point: 187°.

Provenance & Evidence