Preparation of 2-nitro-4-(trifluoromethyl)benzonitrile
Alternative Names: 4-Cyano-3-nitrobenzotrifluoride; 2-Nitro-4-trifluoromethyl-benzonitrile; 2-nitro-4-trifluoromethylbenzonitrile
A mixture of 1 equiv. of 2-nitro-4-(trifluoromethyl)benzaldehyde and 1.1 equiv. of hydroxylamine hydrochloride are mixed with the dimethylsulfoxide until the homogeneous mixture is obtained (3-5 volumes) and the obtained mixture is stirred at 90° C for 1-2 hours. The reaction is monitored by TLC (ethyl acetate:hexane 5:95) and when is completed the mixture is cooled and poured in water, the reaction product is extracted with ether, dried and the ether is removed by evaporation affording 97% of the 2-nitro-4-(trifluoromethyl)benzonitrile.
J. K. Augustine, et al. Synlett, 2223-2227, (2011) (supporting information)
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