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

Georgia A. Zissimou ¹

Panayiotis A. Koutentis ¹

Hide authors affiliations

Department of Chemistry, University of Cyprus, P.O. Box 20537, 1678 Nicosia, Cyprus |

Publication type: Journal Article

Publication date: 2017-12-02

MDPI

Journal: MolBank

scimago Q4

SJR: 0.150

CiteScore: 0.7

Impact factor: 0.6

ISSN: 14228599

DOI: 10.3390/m967

Copy DOI

Organic Chemistry

Biochemistry

Physical and Theoretical Chemistry

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.