As a common heterocyclic compound, it belong tetrahydroisoquinoline compound,7-Nitro-1,2,3,4-tetrahydroisoquinoline,42923-79-5,Molecular formula: C9H10N2O2,mainly used in chemical industry, its synthesis route is as follows.,42923-79-5
PREPARATION 212-methyl-1 ,2,3,4-tetrahydro-7-isoquinolinamineStep 1. 2-methyl-7-nitro-1 ,2,3,4-tetrahydroisoquinolineTo a mixture of formaldehyde (26 mL, 944 mmol) and HC02H (15 mL), was added 7- nitro-1 ,2,3,4-tetrahydroisoquinoline (6.32 g, 29.4 mmol). The mixture was heated at 100 C for 4 h. The reaction was then cooled to rt, poured into ice, and basified to pH 1 1 with aq. ammonia. The gummy residue which precipitated was extracted with CH2CI2 (2 x 150 mL). The combined organic extracts were dried over MgS04, filtered, and concentrated in vacuo. The compound was loaded onto florisil and purified via flash column chromatography (ISCO, 120 g silica, 0-5% HCI/ CH2CI2) to give 2-methyl-7-nitro-1 , 2,3,4- tetrahydroisoquinoline (5 g, 84%) as an orange solid. 1 H NMR (400 MHz, DMSO-d6) delta 7.95 – 8.00 (m, 2H), 7.39 (d, J = 8.81 Hz, 1 H), 3.58 (s, 2H), 2.93 (t, J = 5.79 Hz, 2H), 2.62 (t, J = 5.92 Hz, 2H), 2.36 (s, 3H); MS (m/z) 193.1 (M+H)+.
With the synthetic route has been constantly updated, we look forward to future research findings about 7-Nitro-1,2,3,4-tetrahydroisoquinoline,belong tetrahydroisoquinoline compound
Reference£º
Patent; GLAXOSMITHKLINE LLC; KALLANDER, Lara, S.; LAWHORN, Brian, Griffin; PHILIP, Joanne; ZHAO, Yongdong; WO2011/88027; (2011); A1;,
Tetrahydroisoquinoline – Wikipedia
1,2,3,4-Tetrahydroisoquinoline | C9H11N – PubChem