Butyl bromide → 2-(2-(Butylthio)2-methylpropylamino]-1-(2-mercapto-2-methylpropylamino)benzene

Participants

Reaction Steps

1,2-Bis (2-mercapto-2-methylpropylamino)benzene (0.17 g, 6.1 ×10 -4 mol, 120 M %) and 0.07 g (5.1×10-4 mol, 100 M %) 1 -bromobutane were dissolved in 25 ml tetrahydrofuran (freshly distilled over Na). Sodium hydride (0.03 g, 6.25×10-4 mol, 102 M %) was then added. The mixture was stirred at room temperature under nitrogen for 3 hours. The reaction mixture was worked up as in Example 40. The product was isolated by radial chromatography on 1 mm silica plate, using hexane:ethyl acetate as the eluting solvent, giving 40 mg (23% yield) 2-(2-butylthio-2-methylpropylamino]-1-(2-mercapto-2-methylpropylamino)benzene as a yellow oil.

Provenance & Evidence