Category: 16093-82-6

Application of 16093-82-6, A common heterocyclic compound, 16093-82-6, name is 1H-Imidazole-2-carboxamide, molecular formula is C4H5N3O, 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.

A solution of lH-imidazole-2-carboxylic acid amide (360 mg, 3.24 mmol) and phenyl dichlorophosphate (2 mL) was heated at 1700C for 8 min, in a microwaves oven. The reaction mixture was cooled at room temperature and poured into water (50 mL). The solution was cooled at 0C and the pH was adjusted to 11 by addition of NaOH 10 M. Ethyl acetate was added and the phases were separated. The organic layer was dried over sodium sulphate and evaporated in vacuo to provide IH- Imidazole-2-carbonitrile. A solution of lH-imidazole-2-carbonitrile and hydroxylamine (50% sol. in water, 794 muL, 13 mmol) in ethanol (15 mL) was refluxed for 4h. The solvent was removed and the crude N-hydroxy-lH-imidazole-2- carboxamidine was used for the next step without further purification. EPO Yield: quantitative; LCMS (RT): 0.62 min (Method D); MS (ES+) gave m/z: 127.0 (MH+).

The synthetic route of 16093-82-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ADDEX PHARMACEUTICALS SA; WO2006/123257; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Application of 16093-82-6, A common heterocyclic compound, 16093-82-6, name is 1H-Imidazole-2-carboxamide, molecular formula is C4H5N3O, 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.

A solution of lH-imidazole-2-carboxylic acid amide (360 mg, 3.24 mmol) and phenyl dichlorophosphate (2 mL) was heated at 1700C for 8 min, in a microwaves oven. The reaction mixture was cooled at room temperature and poured into water (50 mL). The solution was cooled at 0C and the pH was adjusted to 11 by addition of NaOH 10 M. Ethyl acetate was added and the phases were separated. The organic layer was dried over sodium sulphate and evaporated in vacuo to provide IH- Imidazole-2-carbonitrile. A solution of lH-imidazole-2-carbonitrile and hydroxylamine (50% sol. in water, 794 muL, 13 mmol) in ethanol (15 mL) was refluxed for 4h. The solvent was removed and the crude N-hydroxy-lH-imidazole-2- carboxamidine was used for the next step without further purification. EPO Yield: quantitative; LCMS (RT): 0.62 min (Method D); MS (ES+) gave m/z: 127.0 (MH+).

The synthetic route of 16093-82-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ADDEX PHARMACEUTICALS SA; WO2006/123257; (2006); A2;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem

Related Products of 16093-82-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 16093-82-6 as follows.

Preparation 19-1) (2R,4R)-1-Allyloxycarbonyl-4-methylsulfonyloxy-2-(2-methylsulfonyloxyethyl) pyrrolidine (21.5 g) and 2-carbamoylimidazole (7.07 g) were reacted in substantially the same manner as that of Preparation 10-3) to give (2R,4R)-1-allyloxycarbonyl-2-{2-(2-carbamoylimidazol-1-yl) ethyl}-4-methylsulfonyloxypyrrolidine (15.2 g) as a yellow solid. NMR (CDCl3, 200 MHz, delta): 1.9-2.2 (2H, m), 2.4-2.6 (2H, m), 3.04 (3H, s), 3.5-3.7 (1H, m), 3.9-4.1 (2H, m), 4.5-4.6 (4H, m), 5.1-5.3 (3H, m), 5.63 (1H, br), 5.8-6.0 (1H, m), 7.0-7.3 (3H, m)

According to the analysis of related databases, 16093-82-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US5608056; (1997); A;,
Imidazole – Wikipedia,
Imidazole | C3H4N2 – PubChem