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tert-butyl 4-(2-amino-4-bromophenyl)piperazine-1-carboxylate synthesis

3synthesis methods
474329-57-2 Synthesis
tert-Butyl 4-(4-bromo-2-nitrophenyl)-piperazine-1-carboxylate

474329-57-2
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tert-butyl 4-(2-amino-4-bromophenyl)piperazine-1-carboxylate

474329-58-3
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Yield:474329-58-3 97%

Reaction Conditions:

with sodium dithionate;sodium carbonate in methanol;water at 70;

Steps:

Synthesis of 2-(4-substitutedpiperazin-1-yl)-5-bromoaniline

General procedure: The nitro compound 1a-b (6.65 mmol) was dissolved in methanol (25 mL) and was added drop wise to the aqueous solution of sodium carbonate (6.5 g, 61.3 mmol) and sodium dithionite (13 g, 74.4 mmol) in 100 ml water at 70 °C. When all of the nitro starting material is consumed, the methanol was evaporated under reduced pressure and the resultant aqueous mixture was extracted with ethyl acetate and washed with water, brine, and dried over Na2SO4, filtered, and concentrated to give the amine product 2a-b as pale yellow foam

References:

Edraki, Najmeh;Firuzi, Omidreza;Foroumadi, Alireza;Miri, Ramin;Madadkar-Sobhani, Armin;Khoshneviszadeh, Mehdi;Shafiee, Abbas [Bioorganic and Medicinal Chemistry,2013,vol. 21,# 8,p. 2396 - 2412]