Continuously updated synthesis method about Methyl 5-amino-1H-imidazole-4-carboxylate

The synthetic route of 4919-00-0 has been constantly updated, and we look forward to future research findings.

Reference of 4919-00-0,Some common heterocyclic compound, 4919-00-0, name is Methyl 5-amino-1H-imidazole-4-carboxylate, molecular formula is C5H7N3O2, 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.

Description 18 (0.98 g, 6.95 mmol) and 4-chlorophenyl isothiocyanate (1.29 g, 7.65 mmol) were stirred in pyridine (5 ml) at 100 C. After 15 h additional 4chlorophenyl isothiocyanate (0.12 g, 0.70 mmol) was added and heating continued for a further 4 h. The reaction was cooled, poured onto ice and the resultant solid, methyl 5-({[(4-chlorophenyl)amino]carbonothioyl}amino)-1H-imidazole-4carboxylate, was collected by filtration and dried (0.42 g, 20 %). Without purification, the solid was slurried in 1 % aqueous sodium hydroxide solution (10 ml) and heated at 80 C for 2 h. The reaction was cooled and filtered to remove unreacted starting material. The filtrate was acidified to pH 5 using acetic acid, causing a fine white precipitate to form. The solid was collected, rinsed with water and dried to give the title compound as a fine white solid (0. 28 g, 73 %). 1H NMR (360 MHz, DMSO)8 13.72 (2H, brs), 8.18(1H, s), 7.55 (2H, m), 7.30 (2H, m). Mlz (ES+) 279,281 (M+H+).

The synthetic route of 4919-00-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME LIMITED; HOLLINGWORTH, Gregory, John; JONES, A., Brian; SPAREY, Timothy, Jason; WO2005/49613; (2005); A1;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem