Electric Literature of 6775-40-2, These common heterocyclic compound, 6775-40-2, name is 5-Phenyl-1H-imidazol-2-amine, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
General procedure: A mixture of the corresponding 2-amino-4-arylimidazole1 (1.0 mmol), aromatic aldehyde 2 (2.0 mmol) andmalononitrile 12 (1.0 mmol) in 2 mL of 2-propanol was refluxedduring 20-30 min. After cooling, the yellow solid products14 were filtered off and crystallized from iPrOH. 14a:yellow powder, 65%; mp 221-222 C; 1H NMR (200 MHz,DMSO-d6) delta 9.34 (s, 1H, CHazomethine), 8.18 (d, J = 7.3 Hz,2H, Ar), 7.68-7.48 (m, 7H, Ar, C5NH2 ), 7.31-7.10 (m, 8H,Ar), 5.34 (s, 1H, C7H); 13C NMR (125 MHz, DMSO-d6) delta162.4 (3), 149.5 (Cazomethine), 143.8 (C5), 138.3, 135.3, 133.3,133.0, 132.5, 132.1, 130.4, 129.5, 129.4, 128.8, 128.2, 128.1,127.4, 125.8, 117.9 (N), 71.7 (C6), 45.01 (C7); MS (m/z) (%):429 ([M+?], 25), 285 (100), 194 (19), 104 (26), 77 (19), 43 (25);anal. calcd for C28H23N5 (429.53) C, 78.30; H, 5.40; N, 16.31;found: C, 80.25; H, 5.70; N, 13.41.
The synthetic route of 6775-40-2 has been constantly updated, and we look forward to future research findings.
Reference:
Article; Lipson, Victoria V.; Pavlovska, Tetiana L.; Svetlichnaya, Nataliya V.; Poryvai, Anna A.; Gorobets, Nikolay Yu.; Van Der Eycken, Erik V.; Konovalova, Irina S.; Shiskina, Svetlana V.; Borisov, Alexander V.; Musatov, Vladimir I.; Mazepa, Alexander V.; Beilstein Journal of Organic Chemistry; vol. 15; (2019); p. 1032 – 1045;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem