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ChemicalBook CAS DataBase List 2,6-Dibromoanthraquinone
633-70-5

2,6-Dibromoanthraquinone synthesis

4synthesis methods
2,6-Diaminoanthraquinone

131-14-6

2,6-Dibromoanthraquinone

633-70-5

Synthesis Example 2: Synthesis of Compound 8 2-1) Synthesis of 2,6-dibromoanthraquinone In a 10L flask, 198.2 g (1.5 mol) of tert-butyl nitrite and 279.1 g (1.2 mol) of copper (II) bromide were dissolved in 6000 ml of acetonitrile. After raising the temperature of the reaction system to 65 °C, 119.1 g (0.5 mol) of 2,6-diaminoanthraquinone was slowly added and the addition process lasted for 5 min. After the nitrogen generation stopped, the reaction mixture was cooled to room temperature. Subsequently, 3.6 L of aqueous 2N hydrochloric acid was added to the reaction mixture and stirred until the solid precipitated. The solid product was collected by filtration, washed sequentially with excess water, methanol and acetone, and dried to give 2,6-dibromoanthraquinone (180 g, 98.4% yield).

-

Yield:633-70-5 98.4%

Reaction Conditions:

with tert.-butylnitrite;copper(ll) bromide in acetonitrile at 65;

Steps:

2.2-1
Synthesis Example 2: Synthesis of Compound 8 2-1) Synthesis of 2,6-dibromoanthraquinone 198.2 g (1.5 mol) of tert-butylnitrite and 279.1 g (1.2 mol) of Cu(II)Br were diluted with 6000 ml of acetonitirle in a 10L flask, and then the temperature was increased to 65°C and 119.1 g (0.5 mol) of 2,6-diaminoanthraquinone was slowly added thereto for 5 minutes. When formation of N2 gas stopped, the temperature was lowered to room temperature and then 3.6 L of 2N HCl (aq) was added thereto and then stirred, thereby producing a solid. The solid was filtered and washed with excess water, MeOH, and acetone and then dried, thereby producing 2,6-dibromoanthraquinone (180 g, 98.4%) (2,6-dibromoanthraquinone).

References:

Samsung Mobile Display Co., Ltd. EP2292604, 2011, A2 Location in patent:Page/Page column 23

FullText

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