As a common heterocyclic compound, it belong benzodioxans compound,(2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,17413-10-4,Molecular formula: C9H11NO2,mainly used in chemical industry, its synthesis route is as follows.,17413-10-4
A mixture of compound 5 (50 mg, 0.127 mmol), (2,3-dihydrobenzo[b]-[1,4] dioxin-6-yl) methanamine (40 mg, 0.242 mmol), and DIPEA (0.1 mL, 0.127 mmol) in EtOH (0.6 mL) was placedinto sealed tube and stirred at 160C under microwave irradiation for 1 h. The mixture was cooled and purified by silica gel column chromatography (EtOAc-n-hexane; 22 : 67) to yield 6a(20 mg, 30%) as a colorless solid. 1H-NMR (400 MHz, CDCl3) delta: 8.60 (1H, br s), 8.28 (1H, d,J=2.0 Hz), 7.58 (1H, d, J=2.4 Hz), 7.45 (1H, br s), 7.34 (1H,d, J=8.8 Hz), 7.31 (1H, s), 7.23 (1H, d, J=8.8 Hz), 6.87 (1H,d, J=1.2 Hz), 6.82 (1H, d, J=1.2 Hz), 6.81 (1H, s), 6.61 (1H, t,J=55.2 Hz), 6.27 (1H, br s), 4.60 (2H, d, J=5.2 Hz), 4.56 (2H,d, J=5.6 Hz), 4.24 (4H, s), 2.43 (3H, s), 1.94 (1H, s), 1.59 (6H,s). 13C-NMR (100 MHz, CDCl3) delta: 167.3, 156.7, 154.9, 143.5,142.7, 137.6, 135.9 (t, J=4.3 Hz), 135.7, 132.8 (t, J=20.9 Hz),132.5, 131.7, 130.1 (t, J=2.1 Hz), 125.4 (t, J=7.4 Hz), 120.7,117.3, 116.6, 114.1 (t, J=238 Hz), 108.9, 106.0, 94.3, 79.2,65.7, 64.4, 64.3, 44.4, 43.5, 31.6, 18.2. MS (ESI) m/z: 522.1(M+H)+. FAB-MS m/z: 522.2230 (Calcd for C29H30F2N3O4+:522.2204). HPLC purity 95.1% (6.14 min, method A).
With the synthetic route has been constantly updated, we look forward to future research findings about (2,3-Dihydrobenzo[b][1,4]dioxin-6-yl)methanamine,belong benzodioxans compound
Reference£º
Article; Takahashi, Bitoku; Funami, Hideaki; Shibata, Makoto; Maruoka, Hiroshi; Koyama, Makoto; Kanki, Satomi; Muto, Tsuyoshi; Chemical and Pharmaceutical Bulletin; vol. 63; 10; (2015); p. 825 – 832;,
Benzodioxan
1,4-Benzodioxane | C8H8O2 – PubChem