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ChemicalBook CAS DataBase List 2,5-Dibromobenzenamine

2,5-Dibromobenzenamine synthesis

6synthesis methods
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Yield:3638-73-1 97%

Reaction Conditions:

Stage #1:1,4-dibromo-2-nitrobenzene with hydrogenchloride;tin(ll) chloride in ethanol;water at 20; for 3 h;Heating / reflux;
Stage #2: with sodium hydroxide in ethanol;water; pH=8 - 9

Steps:

38.2
A solution of 1 ,4-dibromo-2-nitrobenzene (64.1 mmol) in ethanol (40 mL) was added to a solution of tin(II) chloride hydrate (192 mmol) in concentrated hydrochloric acid (40 mL) and the reaction mixture was heated at reflux for 1 h. The reaction mixture was allowed to cool to rt and was maintained for an additional 2 h. The pH of the aqueous layer was adjusted to 8-9 with 50% sodium hydroxide and the resulting solution was extracted with ethyl acetate (3 x 200 mL), dried (sodium sulfate), and concentrated to provide 2,5-dibromobenzenamine in 97% yield as a yellow solid.

References:

MEMORY PHARMACEUTICALS CORPORATION WO2009/23844, 2009, A2 Location in patent:Page/Page column 129

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