ChemicalBook--->CAS DataBase List--->20271-20-9

20271-20-9

20271-20-9 Structure

20271-20-9 Structure
IdentificationBack Directory
[Name]

1H-Imidazole-4-carboxylic acid, 5-nitro-, methyl ester
[CAS]

20271-20-9
[Synonyms]

Nsc26494
Methyl 5-Nitroimidazole-4-carboxylate
methyl 5-nitro-1H-imidazole-4-carboxylate
methyl 4-nitro-1H-imidazole-5-carboxylate
1H-Imidazole-4-carboxylic acid, 5-nitro-, methyl ester
[Molecular Formula]

C5H5N3O4
[MOL File]

20271-20-9.mol
[Molecular Weight]

171.11
Chemical PropertiesBack Directory
[Melting point ]

212-213 °C
[Boiling point ]

409.7±25.0 °C(Predicted)
[density ]

1.545±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[pka]

5.99±0.10(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[HS Code ]

2933299090
Spectrum DetailBack Directory
[Spectrum Detail]

1H-Imidazole-4-carboxylic acid, 5-nitro-, methyl ester(20271-20-9)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

1H-Imidazole-4-carboxylic acid

1072-84-0

1H-Imidazole-4-carboxylic acid, 5-nitro-, methyl ester

20271-20-9

The general procedure for the synthesis of methyl 5-nitro-1H-imidazole-4-carboxylate from methanol and 1H-imidazole-4-carboxylic acid was as follows: 45.0 g (0.56 mol) of ammonium nitrate was added in small amounts in batches to 160 ml of concentrated sulfuric acid solution containing 20.0 g (0.18 mol) of 1H-imidazole-4-carboxylic acid at 100 °C. The reaction mixture was stirred continuously at this temperature for 48 hours. Upon completion of the reaction, the mixture was cooled to room temperature, followed by the slow addition of 60 ml of methanol and maintaining stirring. Next, the reaction solution was warmed to 60°C and stirring was continued for 24 hours. At the end of the reaction, the mixture was cooled and poured into ice water to obtain a fine white solid precipitate.

[References]

[1] Patent: US2015/344499, 2015, A1. Location in patent: Paragraph 1044; 1045; 1046
[2] Patent: WO2005/49613, 2005, A1. Location in patent: Page/Page column 44
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