- Reactions of 4-(dimethylamino)pyridinium activated pentachloropyridine with nitrogen nucleophiles and hydride
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Substitution reactions on 2′,3′,5′,6′-tetrachloro-4-dimethylamino-[1,4]bipyridinyl-1-ylium chloride with nitrogen nucleophiles such as n-propylamine, isopropylamine, glycine, morpholine, and piperidine were examined. Highly functionalized Cl2,Cl3,N4,Cl5,Cl6- and N2,Cl3,N4,Cl5,Cl6-substituted pyridines were obtained, in part possessing unsubstituted 4-amino groups due to dealkylation. Detailed NMR studies were performed in order to elucidate the regiochemistry of these dealkylations.
- Schmidt, Andreas,Namyslo, Jan Christoph,Mordhorst, Thorsten
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- SYNTHESIS AND INTRAMOLECULAR ELECTRON ENTERACTIONS IN TETRACHLORO-4-PYRIDYLCARBONIMIDOYL DICHLORIDE AND ITS DERIVATIVES
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Tetrachloro-4-pyridylcarbonimidoyl dichloride was synthesized, and products of the reaction of the latter with amines, triethyl phosphite, and dimethylformamide (DMF) were obtained; acid hydrolysis was also carried out.The character of the intramolecular interactions between the ? system of the pyridine ring and the C=N bond was investigated by IR spectroscopy.
- Sologub, L. S.,Kisilenko, A. A.,Kukhar', V. P.,Vdovenko, S. I.
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p. 641 - 643
(2007/10/02)
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- MECHANISM FOR REACTIONS OF HALOGENATED COMPOUNDS. PART 4. ACTIVATING INFLUENCES OF RING-NITROGEN AND TRIFLUOROMETHYL IN NUCLEOPHILIC AROMATIC SUBSTITUTION
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Rate constants have been measured for the reactions of ammonia with various fluorinated pyridines and diazines in aqueous dioxan at 25 deg C.From the results the activating effects of ring-nitrogen (relative to C-H) and of trifluoromethyl (relative to -H)
- Chambers, R. D.,Martin, P. A.,Waterhouse, J. S.,Williams, D. L. H.,Anderson, B.
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p. 507 - 514
(2007/10/02)
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