ChemicalBook CAS DataBase List BIS(2-AMINOPHENYL)DISELENIDE

BIS(2-AMINOPHENYL)DISELENIDE synthesis

8synthesis methods

Product Name:BIS(2-AMINOPHENYL)DISELENIDE
CAS Number:63870-44-0
Molecular formula:C12H12N2Se2
Molecular Weight:342.16

35350-43-7 Synthesis

35350-43-7
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63870-44-0
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Yield: 84%

Reaction Conditions:

Stage #1:bis(o-nitrophenyl) diselenide with ferrous(II) sulfate heptahydrate in methanol;water for 1.5 h;Reflux;
Stage #2: with ammonium hydroxide in methanol;water for 0.166667 h;Reflux;

Steps:

General procedure for the synthesis of aniline-derived diselenides (3a-e)
General procedure: To the reduction of bis-o-nitrobenzene diselenides 2a-e (1.5 mmol), these was mixtured with methanol (25.0 mL), FeSO4.7H2O (6.5 mmol, 1.8 g) and H2O (25.0 mL) into a two-necked round-bottomed flask (100 mL) equipped with a reflux condenser. The reaction mixture was refluxed for 1.5 h, and then NH4OH (15.0 mL) was added and stirred for more 10 min under reflux. After this time, the solution was cooled to room temperature, diluted with ethyl acetate (60.0 mL) and washed with H2O (3 × 25.0 mL). The organic phase was separated, dried over Na2SO4 and concentrated under vacuum. The residue was purified by flash chromatography on silica gel using ethyl acetate/hexane as the eluent, obtaining the desired bis-aniline-derived diselenides 3a-e in good yields.

References:

Barbosa, Flavio A. R.;Bettanin, Luana;Botteselle, Giancarlo V.;Braga, Antonio L.;Canto, Rômulo F. S.;Ciancaleoni, Gianluca;Domingos, Josiel B.;Elias, Welman C.;Gallardo, Hugo;Rafique, Jamal;Saba, Sumbal;Salin, Drielly N. O. [Molecules,2021,vol. 26,# 15] Location in patent:supporting information