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
1,2,3,4-tetrahydroisoquinoline (2.5 mL, 2.0 mmol) is dripped to H2SO4 (10 mL, 18.0 mmol) at 0 ¡ãC in 10 min, after that potassium nitrate (2.16 g, 2.14 mmol) is added in batches, and the temperature is increased to room temperate, then the mixture continues to react for 16 hrs. And then the reaction mixture is poured into ice water (50 mL), washed with ethyl acetate (30 mL * 2), and pH of the aqueous layer is adjusted to approximately 9?10 with ammonium hydroxide, then the aqueous layer is extracted with ethyl acetate (50 mL * 2), dried with anhydrous Na2SO4 and rotated to dryness. The resulted product is dissolved in ethyl acetate (20 mL) and its pH is adjusted to approximately 4?5 with HCl dissolved in ethyl acetate solution, then the mixture is filtered and washed, dried, to obtain a yellow solid of 1.8 g, that is 7-nitro-1,2,3,4-tetrahydroiso-quinoline hydrochloride with a yield of 42percent. Spectrum is: 1H NMR (400 MHz, DMSO) delta: 9.91(s, 2H), 8.20(d, J = 1.6 Hz, 1H), 8.10(dd, J = 8.4 Hz, 1.6 Hz, 1H), 7.52(d, J = 8.4 Hz, 1H), 4.37(s, 2H), 3.38(t, J = 6.0 Hz, 2H), 3.15(t, J = 6.0 Hz, 2H).
As the paragraph descriping shows that 91-21-4 is playing an increasingly important role.
Reference£º
Patent; Guangzhou Henovcom Bioscience Co. Ltd.; ZHANG, Jiancun; ZOU, Qingan; CHEN, Yanwei; (64 pag.)EP3401315; (2018); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem