Electric Literature of 360-97-4,Some common heterocyclic compound, 360-97-4, name is 4-Amino-1H-imidazole-5-carboxamide, molecular formula is C4H6N4O, 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.
A mixture of 0.252 g 5-amino-1H-imidazole-4-carboxamide(Acros Organics, 2 mmol) and 0.874 g 5Cl-STB(2 mmol) in 10 cm3 MeOH was heated to reflux for 3 h.The reaction mixture was left at room temperature (24 h)and filtered. The formed solid was crystallized from 5 cm3MeOH to give 0.47 g (80 %) brown crystals of 3d. M.p.:[410 C; 1H NMR (500 MHz, DMSO-d6): d = 13.49 (s,broad, 2H, NH, C(20)-OH), 10.45 (s, 1H, C(40)-OH), 8.34(s, 1H, C(2)-H), 7.54 (s, 1H, C(60)-H), 6.66 (s, 1H, C(30)-H) ppm; 13C NMR (125 MHz, DMSO-d6): d = 165.0,157.5, 154.7, 134.8, 133.4, 130.3, 128.8, 120.5, 117.4,111.7, 103.4 ppm; MS (70 eV): m/z (%) = 295 (M?, 100),261 (14), 260 (15), 235 (13), 187 (19), 165 (7), 171 (14),153 (7), 69 (7).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Amino-1H-imidazole-5-carboxamide, its application will become more common.
Reference:
Article; Matysiak, Joanna; Skrzypek, Alicja; Niewiadomy, Andrzej; Juszczak, Malgorzata; Langner, Ewa; Lemieszek, Marta; Rzeski, Wojciech; Karpiska, Monika M.; Walczak, Katarzyna; Monatshefte fur Chemie; vol. 146; 8; (2015); p. 1315 – 1327;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem