2-氯-6-(甲基硫代)吡啶合成路线 (共 21 条)
反应条件
1: 93 percent / hydrogen peroxide 2: 94 percent Spectr. / dimethylformamide / 162 h / Ambient temperature View Scheme
参考文献
Furukawa, Naomichi; Ogawa, Satoshi; Kawai, Tsutomu; Oae, Shigeru
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 8 p. 1839 - 1845
反应条件
1: 93 percent / hydrogen peroxide 2: 84 percent Spectr. / ethanol / 1 h / 50 °C View Scheme
参考文献
Furukawa, Naomichi; Ogawa, Satoshi; Kawai, Tsutomu; Oae, Shigeru
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1984 , # 8 p. 1839 - 1845
反应条件
1: alpha-chloropyridine With n-butyllithium; BuLi-LiDMAE in hexane
T=-78°C; Metallation; 1 h;
2: dimethyl-disulfide in tetrahydrofuran
T=-78 - 0°C; Condensation; 1 h;
参考文献
Gros, Philippe; Choppin, Sabine; Mathieu, Julien; Fort, Yves
Journal of Organic Chemistry, 2002 , vol. 67, # 1 p. 234 - 237
反应条件
1: 2-chloro-[6-(2)H]pyridine With n-butyllithium; 2-(dimethylamino)-ethanol in hexane
T=-78°C; 1 h;
2: dimethyl-disulfide in tetrahydrofuran; hexane
T=-78 - 20°C; 1 h; Further stages.;
参考文献
Gros, Philippe; Choppin, Sabine; Mathieu, Julien; Fort, Yves
Journal of Organic Chemistry, 2002 , vol. 67, # 1 p. 234 - 237
反应条件
tetrabutylammomium bromide in water; benzene
6 h; Heating;
参考文献
Furukawa, Naomichi; Kawai, Tsutomu; Ogawa, Satoshi; Oae, Shigeru
Heterocycles, 1984 , vol. 21, # 2 p. 385
反应条件
sodium hydroxide; tetrabutylammomium bromide in water; benzene
6 h; Heating;
参考文献
Furukawa, Naomichi; Ogawa, Satoshi; Kawai, Tsutomu; Oae, Shigeru
Tetrahedron Letters, 1983 , vol. 24, # 31 p. 3243 - 3246
反应条件
1: alpha-chloropyridine With n-butyllithium; 2-(dimethylamino)-ethanol in hexane
T=-78°C; 1 h;
2: dimethyl-disulfide in hexane
T=-78 - 20°C; 1.5 h;
3: in tetrahydrofuran
20 h; Reflux;
参考文献
Chartoire, Anthony; Comoy, Corinne; Fort, Yves
Organic and Biomolecular Chemistry, 2011 , vol. 9, # 6 p. 1839 - 1845
反应条件
1: alpha-chloropyridine With 2-(dimethylamino)-ethanol; (trimethyl)silylmethyllithium in hexane
T=0°C; 1.5 h;
2: dimethyl-disulfide in tetrahydrofuran; hexane
T=-78°C; Title compound not separated from byproducts;
参考文献
Doudouh, Abdelatif; Gros, Philippe C.; Fort, Yves; Woltermann, Christopher
Tetrahedron, 2006 , vol. 62, # 26 p. 6166 - 6171
反应条件
1.1: BuLi; 2-(dimethylamino)ethanol / hexane / 1 h / -78 °C
1.2: 65 percent / DCl; D2O / hexane / 0.25 h / -78 °C
2.1: 2-(dimethylamino)ethanol; BuLi / hexane / 1 h / -78 °C
2.2: 92 percent / hexane; tetrahydrofuran / 1 h / -78 - 20 °C
View Scheme
参考文献
Gros, Philippe; Choppin, Sabine; Mathieu, Julien; Fort, Yves
Journal of Organic Chemistry, 2002 , vol. 67, # 1 p. 234 - 237
反应条件
in ethanol
1.5 h; Ambient temperature;
参考文献
Furukawa, Naomichi; Ogawa, Satoshi; Kawai, Tsutomu; Oae, Shigeru
Tetrahedron Letters, 1983 , vol. 24, # 31 p. 3243 - 3246