Synthesis of 2-ethylisonicotinic thioamide was written by Kucherova, N. F.;Khomutov, R. M.;Budovskii, E. I.;Evdakov, V. P.;Kochetkov, N. K.. And the article was included in Zhurnal Obshchei Khimii in 1959.Related Products of 156761-88-5 This article mentions the following:
2-ethylpyridine was added 558 ml. AcO2H solution in AcOH (containing 54.7 g. AcO2H and stabilized with 5.5 g. H2SO4) at 70-80°. On the following day the mixture was concentrated in vacuo and the sirupy N-oxide was taken up in 112 ml. H2SO4 and added to 136 ml. HNO3 (d. 1.51) and 75 ml. H2SO4, heated 1.5-2 hrs. at 100°, left overnight, then poured on ice and neutralized with NH4OH. Extraction with Et2O gave 49% 2-ethyl-4-nitropyridine N-oxide, m. 94-6°. This refluxed (with stirring) 8 hrs. with Fe filings and AcOH-H2SO4 gave, after the usual treatment, 89% 2-ethyl-4-aminopyridine (I), b4-5 128-30°; HCl salt m. 54-6°. The amine (15.4 g.) in 40 ml. 50% HBr was treated with 13 ml. Br at -5°, followed by 21.6 g. NANO2 in 31 ml. H2O, stirred 0.5 hr., treated with 47 g. NaOH in 50 ml. H2O at 20-5° and extracted with Et2O; the extract gave 90% 2-ethyl-4-bromopyridine (II), b30 97-8°. I (14 g.) in 300 ml. concentrated HCl was saturated with dry HCl at -20°, then treated with 43 g. powd. NaNO2 and kept overnight; after concentration and treatment with 40% NaOH, the mass was extracted with Et2O, yielding 86% 2-ethyl-4-chloropyridine, b18-19 76-8°; HCl salt m. 179-80°. Heating 21 g. II with 10 g. Cu2(CN)2 1 hr. at 160-70° gave 73% 2-ethylisonicotinonitrile, b29 106-10°. This (11 g.) in 11 ml. pyridine and 8.7 g. Et3N was saturated with H2S (1 hr.) and quenched in H2O, yielding 87% 2-ethylisonicotinic thioamide, m. 163-4° (from EtOH); HCl salt m. 212-4°. In the experiment, the researchers used many compounds, for example, 4-Bromo-2-ethylpyridine (cas: 156761-88-5Related Products of 156761-88-5).
4-Bromo-2-ethylpyridine (cas: 156761-88-5) belongs to pyridine derivatives. Pyridine is diamagnetic and has a diamagnetic susceptibility of −48.7 × 10−6 cm3·mol−1.The molecular electric dipole moment is 2.2 debyes. The standard enthalpy of formation is 100.2 kJ·mol−1 in the liquid phase and 140.4 kJ·mol−1 in the gas phase. Many analogues of pyridine are known where N is replaced by other heteroatoms . Substitution of one C–H in pyridine with a second N gives rise to the diazine heterocycles (C4H4N2), with the names pyridazine, pyrimidine, and pyrazine.Related Products of 156761-88-5