Phenylhydrazine → 2-amino-4-nitro-N'-phenylbenzohydrazide

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Reaction Steps

Into a 1000-mL 3-necked round-bottom flask, was placed a solution of 7-nitro-1H-benzo[d][1,3]oxazine-2,4-dione (56 g, 269.23 mmol, 1.00 equiv) in ethanol (500 mL), 1-phenylhydrazine (31.98 g, 296.11 mmol, 1.10 equiv). The resulting solution was heated to reflux for 5 min. The resulting mixture was then concentrated under vacuum. The residue was applied onto a silica gel column with dichloromethane/petroleum ether (1:2˜1:0) and ethyl acetate/petroleum ether (1:1) to yield 2-amino-4-nitro-N′-phenylbenzohydrazide as a yellow solid. MS: 273 (MH+).

Provenance & Evidence