Hydrogen Peroxide → 2-[4-(Ethylisopropylamino)phenylamino]-5-[(2-hydroxyethyl)methylamino][1,4]benzoquinone

Participants

Reaction Steps

To a solution of 1.07 g (0.005 mol) of N-(4-aminophenyl)-N-ethyl-N-isopropylamine hydrochloride in 5 ml of water and 2 ml of 20% aqueous ammonia is added a solution of 1.22 g (0.005 mol) of 4-methyl-3,4-dihydro-2H-1,4-benzoxazin-6-ol hydrobromide in 2 ml of water, 1 ml of 20% aqueous ammonia and 15 ml of acetone. 17 ml of aqueous hydrogen peroxide solution are added and the mixture is stirred at room temperature for 4 hours. An oil forms. After 24 hours at 6° C., the oil forms a gum. This gum is taken up in ethyl acetate. After drying and concentrating this organic phase, 0.86 g of 2-[4-(ethylisopropylamino)phenylamino]-5-[(2-hydroxyethyl)methylamino][1,4]benzoquinone (compound 2) is obtained in the form of a black powder.

Provenance & Evidence