Hydrazine hydrate (1:1) → HCID 57250218, compound

Participants

Reaction Steps

A catalytic amount of Raney nickel was added portionwise with stirring to a mixture of 7-nitro-2-[(indol-3-yl)methylene]-2H-1,4-benzothiazin-3(4H)-one (see Example 31) (0.39 g, 1.16 mmol) and hydrazine hydrate (98%) (0.60 ml) in ethanol (15 ml). The reaction mixture was refluxed for 5 h, then filtered hot. The solid residue was boiled with ethanol (100 ml) and filtered hot. The combined filtrates were brought to dryness in vacuo and chromatographed on silica gel using a gradient of (9:1) to (8:2) dichloromethane:ethanol as the mobile phase to afford 0.17 g (35%) product.

Provenance & Evidence