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Molbank 2017, 2017(4), M967; doi:10.3390/M967

N1-(5-Fluoro-2,4-dinitrophenyl)-N2-phenyl-4-(trifluoromethyl)benzene-1,2-diamine

Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus
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Received: 13 November 2017 / Revised: 28 November 2017 / Accepted: 30 November 2017 / Published: 2 December 2017
(This article belongs to the Section Organic Synthesis)
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Abstract

Treating 1,5-difluoro-2,4-dinitrobenzene (1) with N1-phenyl-5-(trifluoromethyl)benzene-1,2-diamine (4) and N,N-diisopropylethylamine in EtOH at ca. 0 °C for 4 h affords a mixture of N1-(5-ethoxy-2,4-dinitrophenyl)-N2-phenyl-4-(trifluoromethyl)benzene-1,2-diamine (5) (38%) and N1-(5-fluoro-2,4-dinitrophenyl)-N2-phenyl-4-(trifluoromethyl)benzene-1,2-diamine (6) (51%) that can be separated by chromatography. Repeating the reaction in dichloromethane led to the sole formation of N1-(5-fluoro-2,4-dinitrophenyl)-N2-phenyl-4-(trifluoromethyl)benzene-1,2-diamine (6) in 96% yield. View Full-Text
Keywords: nucleophilic aromatic substitution; 1,5-difluoro-2,4-dinitrobenzene; benzenediamines; diarylamines; halonitrobenzenes nucleophilic aromatic substitution; 1,5-difluoro-2,4-dinitrobenzene; benzenediamines; diarylamines; halonitrobenzenes
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Zissimou, G.A.; Koutentis, P.A. N1-(5-Fluoro-2,4-dinitrophenyl)-N2-phenyl-4-(trifluoromethyl)benzene-1,2-diamine. Molbank 2017, 2017, M967.

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