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1-NITRO-4-[(4-NITROPHENYL)SELANYL]BENZENE synthesis

5synthesis methods
-

Yield:56309-76-3 78%

Reaction Conditions:

with copper(I) oxide;selenium;ethylenediamine;potassium hydroxide in dimethyl sulfoxide at 120; for 1 h;Microwave irradiation;Inert atmosphere;

Steps:

Generalprocedure for the synthesis of diaryl selenides

General procedure: A microwave tube containing a magnetic stirring barwas charged with aryl iodide (1.0 mmol), Se0 (1.0 mmol), Cu2O(0.2 mmol), ethylene diamine (0.2 mmol), KOH (2.0 mmol) and DMSO (2 mL) undernitrogen. The reaction mixture was heated and stirred in microwave synthesizer(Biotage Initiator) at 120 oC for 1 h. After the reaction wascomplete, the reaction mixture was allowed to cool, and treated with CH2Cl2and H2O. The organic layer was washed with brine solution, dried with Na2SO4 andconcentrated under vacuum. The residue was purified by column chromatography onsilica gel with an eluent consisting of hexanes and ethyl acetate affording thecorresponding diaryl selenides in good yields.

References:

Zhang, Shaozhong;Karra, Kranthi;Heintz, Christina;Kleckler, Erica;Jin, Jin [Tetrahedron Letters,2013,vol. 54,# 35,p. 4753 - 4755] Location in patent:supporting information