Application of 112-26-5, A common heterocyclic compound, 112-26-5, name is 1,2-Bis(2-chloroethoxy)ethane, molecular formula is C6H12Cl2O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
2-(3-Hydroxy-4-nitrophenyl)benzothiazole (5) (0.35 g, 1.2 mmol), K2CO3 (0.25 g, 1.76 mmol), 1,8-dichloro-3,6-dioxaoctane (0.1 mL, 0.66 mmol) in 5 mL of DMF were heated at 115 C for 22 h. After cooling the reaction mixture was diluted with water and extracted with methylene chloride. The extract was dried with MgSO4 and evaporated under reduced pressure. Product was isolated by column chromatography using a mixture of methylene chloride-acetone (50:1) as an eluent. Pure product, beige-yellow solid, 0.28 g (71%) was obtained by crystallization from mixture methylene chloride-hexane, mp 110-112 C. TLC (methylene chloride-acetone, 50:1) Rf=0.22. 1H NMR (CDCl3), delta [ppm]: 3.82 (4H, s); 3.98 (4H, t, J=4.9 Hz); 4.44 (4H, t, J=4.9 Hz); 7.43 (2H, t, J=7.3 Hz); 7.55 (2H, t, J=7.3 Hz); 7.64 (2H, dd, J=8.3 and 1.5 Hz); 7.91-7.97 (6H, m); 8.12 (2H, d, J=8.3 Hz). IR (film): 2923; 2877; 1598; 1599; 1520; 1126; 1041; 926; 759 cm-1. HRMS (EI): [M]+=658.11620 calculated for C32H26N4O8S2 658.11921.
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Article; Wagner-Wysiecka, Ewa; Rzymowski, Tomasz; Fonari, Marina S.; Kulmaczewski, Rafa?; Luboch, Elbieta; Tetrahedron; vol. 67; 10; (2011); p. 1862 – 1872;,
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