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Ethyl 1-methyl-5-nitroimidazole-2-carboxylate

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Company Name: Shanghai Kangenbo Medical Technology Co., Ltd.  Gold
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Ethyl 1-methyl-5-nitroimidazole-2-carboxylate Basic information
Product Name:Ethyl 1-methyl-5-nitroimidazole-2-carboxylate
Synonyms:AKOS 92999;Ethyl 1-Methyl-5-nitro-1H-iMidazole-2-carboxylate;1H-Imidazole-2-carboxylic acid, 1-methyl-5-nitro-, ethyl ester;ethyl 1-methyl-5-nitro-imidazole-2-carboxylate - [E83254];Ethyl 1-methyl-5-nitroimidazole-2-carboxylate
CAS:1564-49-4
MF:C7H9N3O4
MW:199.16
EINECS:
Product Categories:
Mol File:Mol File
Ethyl 1-methyl-5-nitroimidazole-2-carboxylate Structure
Ethyl 1-methyl-5-nitroimidazole-2-carboxylate Chemical Properties
Melting point 81-83°C
Boiling point 350.7±34.0 °C(Predicted)
density 1.42±0.1 g/cm3(Predicted)
storage temp. 2-8°C
pka-0.95±0.25(Predicted)
AppearanceWhite to off-white Solid
Safety Information
MSDS Information
Ethyl 1-methyl-5-nitroimidazole-2-carboxylate Usage And Synthesis
Synthesis
ETHYL 1-METHYL-1H-IMIDAZOLE-2-CARBOXYLATE

30148-21-1

ETHYL 1-METHYL-5-NITROIMIDAZOLE-2-CARBOXYLATE

1564-49-4

Step 6a. ethyl 1-methyl-1H-imidazole-2-carboxylate (2.0 g, 13 mmol) was dissolved in 8 mL of concentrated H2SO4, followed by the slow addition of 8 mL of concentrated HNO3. The reaction mixture was stirred at 70 °C for 3 h. The reaction mixture was then extracted with dichloromethane (DCM). After completion of the reaction, the solution was diluted with H2O and the pH was adjusted to 7-8 with aqueous Na2CO3. The reaction mixture was extracted with dichloromethane (DCM) and the organic layers were combined and concentrated. Purification by silica gel column chromatography (eluent: ethyl acetate/petroleum ether) afforded the target compound 1-methyl-5-nitro-1H-imidazole-2-carboxylic acid ethyl ester as a yellow solid (0.9 g, 34.7% yield).ESI-MS m/z = 200.20 [M + H]+.

References[1] Patent: WO2016/183266, 2016, A1. Location in patent: Page/Page column 50
Ethyl 1-methyl-5-nitroimidazole-2-carboxylate Preparation Products And Raw materials
Raw materialsEthyl 1-methyl-1H-imidazole-2-carboxylate
Preparation ProductsEthyl 1-methyl-4-nitroimidazole-2-carboxylate
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