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ChemicalBook CAS DataBase List ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE

ETHYL 4-AMINO-5-IMIDAZOLECARBOXYLATE synthesis

9synthesis methods
-

Yield: 54%

Reaction Conditions:

with sulfuric acid at 120; for 24 h;Sealed tube;

Steps:

49.1 Synthesis of ethyl 5-amino-1H-imidazole-4-carboxylate:
A mixture of 5-amino-1H-imidazole-4-carboxamide (30.0 g, 238 mmol) and sulfuric acid (70.0 g, 714 mmol) in ethanol (300 mL) was heated to 120 °C in a sealed tube for 24 h. The reaction mixture was cooled to room temp, and the solvent was removed in vacuo. The residue was purified via silica gel column chromatography to give ethyl 5-amino-1H-imidazole-4-carboxylate (20.0 g, 54%). MS (ESI) calcd for C6H9N3O2: 155.07

References:

SIRTRIS PHARMACEUTICALS, INC.;CASAUBON, Rebecca, L.;NARAYAN, Radha;OALMANN, Christopher;VU, Chi, B. WO2013/59587, 2013, A1 Location in patent:Page/Page column 152

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