ChemicalBook CAS DataBase List 5-Bromo-2-nitrobenzotrifluoride

5-Bromo-2-nitrobenzotrifluoride synthesis

5synthesis methods

Product Name:5-Bromo-2-nitrobenzotrifluoride
CAS Number:344-38-7
Molecular formula:C7H3BrF3NO2
Molecular Weight:270

4-NITRO-3-(TRIFLUOROMETHYL)BENZOIC ACID&

320-38-7

344-38-7

GENERAL PROCEDURE: To a 25 mL round-bottomed flask fitted with a Dimroth condenser (cooled to 10°C) was added 4-nitro-3-(trifluoromethyl)benzoic acid (1.8 mmol), chloroisocyanurate, brominating agent and solvent (8 mL). The mixture was stirred and heated in an oil bath under fluorescent room light (FL) illumination. Upon completion of the reaction, the cooled reaction mixture was filtered through a short silica gel pad, washed with 1 M Na2SO3 aqueous solution, dried over anhydrous Na2SO4, filtered and concentrated in vacuum to give 5-bromo-2-nitrobenzotrifluoride. The resulting product contained 1-5% of the corresponding chlorinated nitro compounds as by-products. The experimental results are detailed in Table 2. Table 2. Results of bromocarboxylation reaction of nitroaromatic carboxylic acids.

320-38-7 Synthesis

320-38-7
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344-38-7
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$10.00/5g

Yield: 79%

Reaction Conditions:

with trichloroisocyanuric acid;bromine in tetrachloromethane;chloroform at 10 - 100; for 18 h;Photolysis;

Steps:

4 Bromodecarboxylation of nitroarenecarboxylic acids
General procedure: A 25 mL round bottom flask equipped with Dimroth condenser (chilled to 10 °C) was charged with nitroarenecarboxylic acid ArC0₂H (1.8 mmol), chloroisocyanurate, brominating agent and solvent (8 mL). The mixture was stirred and heated in an oil bath under fluorescent room light irradiation (FL). The cooled reaction mixture was filtered through short silica gel pad, washed with 1 M aq Na₂S0₃, dried over Na₂S0₄, filtered and concentrated in vacuo to obtain bromonitroarene ArBr. The obtained product contained between 1-5% of the corresponding chloronitroarene ArCl as a by-product. The results are presented in Table 2. Table 2. Bromodecarboxylation of nitroarenecarboxylic acids ArC0₂H ^a

References:

TECHNION RESEARCH & DEVELOPMENT FOUNDATION LIMITED;GANDELMAN, Mark;NISNEVICH, Gennady A.;KULBITSKI, Kseniya;ARTARYAN, Alexander WO2017/60906, 2017, A1 Location in patent:Paragraph 00122

401-78-5 Synthesis