Tag: 1196-38-9

1196-38-9, 3,4-Dihydroisoquinolin-1(2H)-one is a isoquinoline compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

4B (1. Ig, 7.48mmol) was added portionwise to a mixture of sulfuric acid (1 mL) and fuming nitric acid (5 mL) at 0 0C with stirring. The reaction was allowed to warm to ambient temperature and stirred for 2.5 h before pouring onto ice. The precipitate collected by filtration and dried in vacuo to yield 770 mg of 4C (770 mg, 55% yield) as white solid. 1H NMR (400 MHz, CD3OD) delta ppm 2.81 (t, J=6.59 Hz, 2 H) 3.42 (t J=6.52 Hz, 2 H) 6.84 (dd, J=8.13, 2.42 Hz, 1 H) 7.02 (d, J=7.91 Hz, 1 H) 7.26 (d, J=2.64 Hz, 1 H).

The synthetic route of 1196-38-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2008/79759; (2008); A1;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1196-38-9,3,4-Dihydroisoquinolin-1(2H)-one,as a common compound, the synthetic route is as follows.

3,4-Dihydroisoquinolin-1(2H)-one (190 mg, 1.28 mmol, 1.0 equiv) was dissolved in dry THF (15 mL) and POCl3 (0.15 mL, 1.54 mmol, 1.2 equiv) added at 60 ¡ãC. The mixture was stirred under Ar atmosphere for 40 min. Methyl 2-aminobenzoate (340 mg, 2.25 mmol, 1.8 equiv) was dissolved in dry THF (3 mL) and added dropwise to the reaction mixture over 5 min. The temperature was increased to 75 ¡ãC and the solution stirred for 113 h. The solution was cooled to rt and 25percent NH3 solution (6 mL) was added until the aqueous phase reached pH=9. The yellow mixture was stirred vigorously for 30 min. The mixture was extracted with CH2Cl2 (4*50 mL), washed with brine and the combined organic layers were dried over Na2SO4. Evaporation of solvent yielded 0.38 g of crude product. Parts of the crude product (220 mg) were purified by column chromatography (SiO2, 30*2 cm, petrolether/ethyl acetate 2:1, F 8-15) to yield off-white crystals (84.7 mg, 0.302 mmol, 24percent). Rf=0.50 (SiO2, petrolether/ethyl acetate 2:1). Mp=158.0-158.7 ¡ãC. 1H NMR (400 MHz, CDCl3, 300 K): delta=8.56-8.41 (m, 1H, Ar-HD-ring), 8.42-8.24 (m, 1H, Ar-HA-ring), 7.86-7.63 (m, 2H, Ar-HA-ring), 7.54-7.41 (m, 3H, Ar-HD-ring (2H) and Ar-HA-ring (1H)), 7.33-7.25 (m, 1H, Ar-HD-ring), 4.47-4.37 (m, 2H, NCH2CH2), 3.11 (t, J=6.4 Hz, 2H, NCH2CH2) ppm. 13C{1H} NMR (101 MHz, CDCl3, 300 K): delta=161.85 (s, C=O), 149.51 (s, Cquart.), 147.97 (s, C=N), 137.19 (s, Cquart.), 134.35 (Ar-CA-ring), 131.84 (Ar-CA-ring), 129.74 (s, Cquart.), 128.18 (Ar-CD-ring), 127.77 (2 Ar-CA-ring), 127.64 (Ar-CD-ring), 127.01 (Ar-CD-ring), 126.66 (Ar-CD-ring), 120.91 (s, Cquart.), 39.76 (s, NCH2CH2), 27.63 (s, NCH2CH2) ppm. IR: nu=3070w, 3031w, 2928w, 2901w, 2850w, 2359w, 2120w, 1921w, 1668s, 1608m, 1589s, 1557s, 1470s, 1457s, 1395s, 1334s, 1308m, 1265m, 1253m, 1173m, 1149s, 1108m, 1065w, 1030w, 1013w, 980m, 958w, 947m, 905m, 876m, 840m, 795w, 760s, 737s, 705s, 691s, 669m cm-1. HPLC: Synergi 4U fusion-RP (15*0.46 cm), water/methanol (30-95percent), 1.00 mL/min, 20 ¡ãC, tR=9.917 min, purity>99.99percent. Mass: calcd for [M+H]+ (C16H13N2O) requires m/z: 249.10; found: 249.05. Spectral data is in accordance with literature data. 24

1196-38-9 3,4-Dihydroisoquinolin-1(2H)-one 150896, aisoquinoline compound, is more and more widely used in various.

Reference£º
Article; Wehle, Sarah; Espargaro, Alba; Sabate, Raimon; Decker, Michael; Tetrahedron; vol. 72; 20; (2016); p. 2535 – 2543;,
Isoquinoline – Wikipedia
Isoquinoline | C9H7N – PubChem