With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.91-21-4,1,2,3,4-Tetrahydroisoquinoline,as a common compound, the synthetic route is as follows.,91-21-4
7-Nitro-1,2,3,4-tetrahydroisoquinoline hydrochloride This compound is described in the literature for Buolamwini et al. J. Med. Chem. 2003, 46, 831-837, which are hereby incorporated by reference and form part of the disclosure. A cold solution of 1,2,3,4-tetrahydroisoquinoline (13.3 g, 0.1 mol) in concentrated sulfuric acid (50 mL) was treated with potassium nitrate (11.12 g, 1.1 mol) in small portions, keeping the temperature below 5¡ã C. The reaction was left overnight at room temperature and poured onto ice. The resulting solution was basified with ammonium hydroxide, extracted with CH2Cl2, dried and evaporated to dryness in vacuo. The crude was dissolved in 100 mL ethanol. A 2.8 M solution of hydrogen chloride in ethanol (40 mL) was then added. The precipitate formed was collected by filtration and crystallized from methanol to give the product (10.30 g, 48percent yield) as a white solid. Melting point: 268-270¡ã C. IR cm-1(KBr): 2944, 2764, 1589, 1523, 1429, 1345, 1090. 1H NMR (300 MHz, DMSO-d6) d ppm: 3.13 (t, f-6.15 Hz, 2H), 3.35 (t, J=6.22 Hz, 2H), 4.35 (s, 2H), 7.50 (d, J=8.49 Hz, 1H), 8.08 (dd, J=8.49, 2.49 Hz, 1H), 8.19 (d, J=2.34 Hz, 1H), 9.96 (s, 2H)
The synthetic route of 91-21-4 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Torrens Jover, Antoni; Mas Prio, Josep; Yenes Minguez, Susana; Garcia Lopez, Monica; Dordal Zueras, Alberto; Romero Alonso, Luz; Buschmann, Helmut H.; US2006/40978; (2006); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem