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ChemicalBook CAS DataBase List 3-Bromobenzanthrone
81-96-9

3-Bromobenzanthrone synthesis

4synthesis methods
3-Bromobenzanthrone is prepared by bromination in hydrochloric acid ; process improvement is described in .
-

Yield: 91%

Reaction Conditions:

with hydrogen bromide;dihydrogen peroxide in methanol at 30 - 32; for 8 h;Reagent/catalyst;

Steps:

General procedure for the bromination of 1-aminoanthracene-9,10-dione 1a by using H2O2-HBr
General procedure: In 2 neck round bottom flask (10 mL) equipped with mercury sealed stirrer, 2 mL of methanol, 1-aminoanthracene-9,10-dione 1a (1 equiv.) and HBr (2 equiv.) were added at room temperature. To this, H2O2 (2 equiv.) was added over 5 min. The reaction mass was stirred for 8 h. The progress of the reaction was monitored on TLC. The reaction was quenched by adding 2 mL saturated sodium thiosulphate (Na2S2O3) solution and then 2 mL of 5% sodium bicarbonate (NaHCO3) solution. 10 mL of water was added to the reaction mass and the solid obtained was filtered and washed with water. The crude product thus obtained was further purified using column chromatography with pet ether: ethyl acetate as an eluent to give purified 1-amino-2,4-dibromoaminoanthracene-9,10-dione 2a.

References:

Patil, Vilas V.;Gayakwad, Eknath M.;Patel, Khushbu P.;Shankarling, Ganapati S. [Tetrahedron Letters,2017,vol. 58,# 26,p. 2608 - 2613] Location in patent:supporting information

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