1960
DOI: 10.1039/jr9600004953
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961. Some derivatives of 4-amino- and 4-nitro-pyridine

Abstract: By J. M. ESSERY and K. SCHOFIELD.%Methyl-, 3-ethyl-, and 3-isopropyl-pyridine, and 3,5-dimethyl-and 2,3,5,6-tetramethyl-pyridine have been converted into the 4-nitropyridine l-oxides, and thence into the 4-chloropyridine 1-oxides from which were derived the 4-amino-, 4-methylamino-, and (except in the cases of the tetramethyl compound) the 4-dimethylamino-pyridine 1 -oxides. These series of l-oxides provided, on deoxygenation, series of 4-nitro-, 4-aniino-, 4-methylamino-, and 4-dimethylamino-pyridines.Nitrati… Show more

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Cited by 43 publications
(20 citation statements)
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“…2-Methyl-4-nitropyridine N-oxide (L 1 ); 2,6-dimethyl-4-nitropyridine N-oxide (L 2 ); 2,3,6-trimethyl-4-nitropyridine N-oxide (L 3 ); the compounds were synthesized as reported previously [8][9][10][11][12][13] with minor modifications [6,14]. …”
Section: Syntheses Of Ligandsmentioning
confidence: 99%
“…2-Methyl-4-nitropyridine N-oxide (L 1 ); 2,6-dimethyl-4-nitropyridine N-oxide (L 2 ); 2,3,6-trimethyl-4-nitropyridine N-oxide (L 3 ); the compounds were synthesized as reported previously [8][9][10][11][12][13] with minor modifications [6,14]. …”
Section: Syntheses Of Ligandsmentioning
confidence: 99%
“…1 and 2. The structure consists of a 122.01(7) C(2)-C(3)-C (4) 114.98(7) C(2)-C(3)-C (7) 120.06(7) C(4)-C(3)-C (7) 124.93(8) C(5)-C(4)-C (3) 122.63(8) C(5)-C(4)-N (2) 115.80(7) C(3)-C(4)-N (2) 121.57(7) C(4)-C(5)-C (6) 120.06(7) N(1)-C(6)-C (5) 117.49(7) N(1)-C(6)-C (8) 118.86(8) C(5)-C(6)-C (8) 123.65 (8) Symmetry transformations used to generate equivalent atoms: #1 Àx, Ày, Àz.…”
Section: Crystal Structure Analysismentioning
confidence: 99%
“…The ligands were synthesized using previously described methods [7][8][9][10][11] with minor modifications. The oxidation of corresponding methyl pyridine derivative was carried out by (CH 3 CO) 2 O (instead of CH 3 COOH) and 30% H 2 O 2 for 7 h at 60-70°C.…”
Section: Reagentsmentioning
confidence: 99%
“…The carbon-13 nuclear (13C-NMR) spectrum of 10a showed signals due to two sp3 carbons at 638.65 (t, 6-C) and 55.0 (q, OMe-C), and four sp2 carbons at 6 127.66 and 128.36 (each d, 2-and 3-C), 139.36 (d, 7-C), and 146.30 (s, 5-C). These NMR spectral data strongly suggest the presence of a -CH =CH-N = CH-CH2-C function in the ring and thus eliminate the other possible 2H-(11) and 7H- (12) structures. The 3H-structure 13 is also ruled out by the 'H-NMR spectra of 10b and 10c; the methyl signal of 10c (R2 = Me) was observed as a doublet (J=6 Hz) at 6 1.66 and the methylene signal in 10b = Me) appeared as a singlet at 6 2.92.…”
mentioning
confidence: 91%