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Synthesis and $^1$H-nmr of N-Arylated Nitrogen-Containing Aromatic Heterocycles

  • Koh Park, Kwang-Hee (Department of Chemistry, College of Science, Chungnam National University) ;
  • Lee, Jae-Bong (Department of Chemistry, College of Science, Chungnam National University) ;
  • Han, Du-Hee (Department of Chemistry, College of Science, Chungnam National University)
  • Published : 1985.06.20

Abstract

N-Arylation reaction of nitrogen-containing heterocycles such as pyridine, nicotinamide and 4,4'-bipyridine was studied. We prepared N-2,4-dinitrophenyl derivatives initially by reacting the above heterocycles with 2,4-dinitrochlorobenzene in ethanol, and then treated the N-2,4-dinitrophenylated heterocycles with various aniline derivatives, $XC_6H_4NH_2$(X = -H, p-$CH_3$, p-$C_2H_5$, p-Cl, p-CN, p-OH, p-$OCH_3$, o-Cl, m-$CH_3$) to yield the corresponding N-arylated compounds in fairly good yields. $H^1$-nmr patterns and peak assignments of the N-arylated products were described.

Keywords

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  2. Efficient Synthesis of Various 4-Tosyloxy-2-substituted Phenols Using Pyridinium Salt-supported [Hydroxy(tosyloxy)iodo]benzene Reagent vol.42, pp.8, 1985, https://doi.org/10.1246/cl.130229