Pyridine → (E)-N-(2,1,3-benzoxadiazol-5-ylmethoxy)-6,7-dimethoxy-3,4-dihydro-2H-naphthalen-1-imine

Participants

Reaction Steps

6,7-Dimethoxy-1-tetralone (40 mg, 0.19 mmol) was subjected to reaction with 0-(benzo[c][1,2,5]oxadiazol-5-ylmethyl)hydroxylamine hydrochloride (41 mg, 0.20 mmol) in ethanol (2 mL) and pyridine (0.2 mL, 2.58 mmol) under the same conditions as described for (E)-6,7-dimethoxy-3,4-dihydronaphthalen-1(2H)-one O-4-nitrobenzyl oxime. Subjection of the material obtained on work up to flash chromatography (3:7 v/v ethyl acetate/hexane elution) afforded the title compound as white crystals (60 mg, 88%), m.p. 139-140° C., Rf 0.4.

Provenance & Evidence