Some common heterocyclic compound, 172499-76-2, name is Ethyl 3-(1H-imidazol-2-yl)propanoate, molecular formula is C8H12N2O2, 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. Quality Control of Ethyl 3-(1H-imidazol-2-yl)propanoate
To 3-(1H-imidazol-2-yl)propanoic acid ethyl ester [37] (68 mg, 0.40 mmol) in EtOH (0.5 mL) NaOH (2 M, 1.5 mmol, 0.75 mL) was added. The mixture was stirred for 48 h at rt before a pH-value of 1-2 with HCl (0.5 M) was adjusted. After concentration, the crude product was purified using a strong basic ion exchange resin.Colourless crystals; Yield: 61 mg (86%); mp 221 C. IR (KBr) nu cm-1: 3085, 2968, 2727, 1725, 1619, 1507, 1429, 1212, 1188; 500 MHz 1H NMR (CD3OD): delta = 3.21 (m, 2H, CH2COO), 3.30 (m, 2H, CH2CH2COO), 7.41 (s, 2H, CH[4H-Imid.], CH[5H-Imid.]); 126 MHz 13C NMR (CD3OD): delta = 23.6 (CH2CH2COO), 31.0 (CH2CH2COO), 119.0 (CH[4C-Imid.], CH[5C-Imid.]), 147.7 (C[2C-Imid.]), 173.7 (COO); MS (EI, 70 eV): m/z (%) = 140 (16) [M+], 95 (100); MS (CI, CH5+): m/z (%) = 141 (100) [M++1]; HMRS (EI) calcd. for C6H8N2O2: 140.0586; found 140.0583.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 172499-76-2, its application will become more common.
Reference:
Article; Hack, Silke; Woerlein, Babette; Hoefner, Georg; Pabel, Joerg; Wanner, Klaus T.; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1483 – 1498;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem