Electric Literature of 6781-17-5, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 6781-17-5, name is 2-(2-Ethoxyphenoxy)ethanamine, This compound has unique chemical properties. The synthetic route is as follows.
(a) Synthesis of Oxalate Salt of Racemic Tamsulosin 2-(o-Ethoxyphenoxy)ethylamine (45 gm) was dissolved in methanol (250 mL). To this 2-methoxy-5-(2-oxopropyl)-benzene sulfonamide (55 gm), catalyst 5% platinum on carbon (12.1 gm) and methanol (330 mL) were added. The mixture was hydrogenated in autocalve at 55 C. at hydrogen pressure of 13 kg/cm2 for 5 hrs. The reaction mixture was cooled and the catalyst was filtered off. To the filtrate containing racemic tamsulosin, oxalic acid (14.3 gm) was added and the solvent was distilled off. To the residue, acetone (700 mL) was added and stirred at reflux temperature for 30 mins. The mixture was cooled, filtered, and the filter cake washed with acetone (50 mL). The salt was further purified by suspending the material in 2-propanol at reflux temperature, cooling to ambient temperature and filtering the solid. The pure oxalate salt of racemic tamsulosin shows a melting range of: 178-182 C. and HPLC purity: 97.24 (area %). The chiral HPLC showed it to be a mixture R and S isomers in the ratio of 50.1 to 49.9. The infrared spectrum of the oxalate salt of racemic tamsulosin as shown in of the drawing accompanying this specification, exhibited peaks at cm-1: 1154 & 1332 (SO2), 3408 (-NH2), 2983 (NH2+), 1591 (COO-). The 1H-NMR spectrum in CD3SOCD3 gave signals at 8 values: 1.06-1.08 (3H, d, >CH-), 1.30-1.33 (3H, t, -CH2-), 3.89 (3H, s, -O), 4.15-4.36 (10 H, 4-CH2, -CH, -NH), 7.61 (2H, s, -NH2), 6.8-7.5 (7H, m, Ar-H). The 13C-NMR spectrum exhibited signals as expected, in particular at delta values 56.34 (-OH3), 14.93 (-OCH2H3), 17.29 (-CH.H3), 54.59 (-H.CH3), 64.11 (-OH2.CH3), 44.51 (-NH.H2.CH2.CH2.O-), 67.25 (-NH.CH2.H2.O-), 39.53 (-H2.CH-), 165.35 (COOH oxalate). Element analysis: C=53.64% (Calcd. 53.49%), H=6.57% (Calcd. 6.62%), N=5.89% (Calcd. 5.95%) and S=6.58% (Calcd. 6.79%) and corresponds to the hydrate, M.Wt. 471.53, C21H29N2O7S.H2O. The ES-mass spectrum signal at m/z=409 corresponded to mass of free base. The XRD trace shows strong peaks at 2 theta values: 20.36, 22.33, 14.8, and 13.74 in that sequence as shown in . The DSC thermogram of pure salt exhibited a sharp peak at 180.2 C. as shown in
The chemical industry reduces the impact on the environment during synthesis 2-(2-Ethoxyphenoxy)ethanamine. I believe this compound will play a more active role in future production and life.