7-Bromobenzo[c][1,2,5]oxadiazol-4-amine synthesis

Yield:406224-62-2 470 mg (95%)

Reaction Conditions:

in acetic acid;ethyl acetate;

Steps:

422.B B.

B. 4-Bromo-7-aminobenzofurazan (422B) A solution of compound 422A (563 mg, 2.31 mmol) in AcOH (5 mL) was heated to 70° C. and Fe⁰ powder (258 mg, 4.62 mmol) was added in one portion. The resulting dark reaction mixture was stirred for 15 min, cooled to rt and concentrated under reduced pressure. The residue was taken up in EtOAc and the resulting solution was washed with sat. Na₂CO₃ solution. The organic layer was dried over Na₂SO₄, concentrated in vacuo and purified by flash chromatography on silica gel eluding with 10-60% EtOAc in hexanes to give 470 mg (95%) of compound 422B as a red solid.

References:

US2004/77605,2004,A1 US2005/119228,2005,A1