[N+:1]([C:4]1[CH:5]=[C:6]([C:10](=[O:18])[CH2:11][C:12]2[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=2)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].C(=O)([O-])[O-].[K+].[K+].[C:25](=[S:27])=[S:26].Br[CH2:29]Br>CS(C)=O.O>[S:26]1[CH2:29][S:27][C:25]1=[C:11]([C:12]1[CH:13]=[CH:14][N:15]=[CH:16][CH:17]=1)[C:10]([C:6]1[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=1)=[O:18]
To a solution of 1-(3-nitro-phenyl)-2-pyridin-4-yl-ethanone (5 g, 20.64 mmol) in dry DMSO (80 mL) under nitrogen atmosphere solid potassium carbonate (8.56 g, 61.92 mmol, 3 eq) was added at room temperature, followed by carbon disulfide (3.73 mL, 61.92 mmol, 3 eq) and dibromomethane (4.35 mL, 61.92 mmol, 3 eq). The reaction mixture was stirred at room temperature for 1 hour and then poured into stirred iced water (600 mL). The orange precipitate was filtered, washed with water and dried at 60° C. under reduced pressure for 1 hour. The crude product was purified by silica gel chromatography (SP1, eluant: n-hexane/ethyl acetate 2:8) to obtain 5.2 g of yellow solid (76%).
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