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3-Methyl-2-nitro-3H-imidazole-4-carboxylic acid methyl ester

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3-Methyl-2-nitro-3H-imidazole-4-carboxylic acid methyl ester Basic information

Product Name:
3-Methyl-2-nitro-3H-imidazole-4-carboxylic acid methyl ester
Synonyms:
  • 3-METHYL-2-NITRO-3H-IMIDAZOLE-4-CARBOXYLIC ACID METHYL ESTER
  • Methyl 3-methyl-2-nitro-3H-imidazole-4-carboxylate
  • 1H-Imidazole-5-carboxylic acid, 1-methyl-2-nitro-, methyl ester
  • methyl 1-methyl-2-nitro-imidazole-5-carboxylate
  • 3-methyl-2-nitro-4-imidazolecarboxylic acid methyl ester
  • 3-Methyl-2-nitro-3H-imidazole-4-carboxylic acid
CAS:
40361-79-3
MF:
C6H7N3O4
MW:
185.14
Mol File:
40361-79-3.mol
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3-Methyl-2-nitro-3H-imidazole-4-carboxylic acid methyl ester Chemical Properties

Boiling point:
374.6±34.0 °C(Predicted)
Density 
1.49±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
pka
-1.69±0.25(Predicted)
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3-Methyl-2-nitro-3H-imidazole-4-carboxylic acid methyl ester Usage And Synthesis

Synthesis

1-methyl-2-nitro-1H-imidazole-5-carboxylic acid methyl ester 1c (50g, 0.27mol) was dissolve in 500mL tetrahydrofuran, followed by dropwise add methanol (13g, 0.4mol, 1.5eq) at 0 ℃. A solution of lithium hydride in tetrahydrofuran (2M, 202 mL, 1.5 eq) was added, and the reaction was incubated at 0 ℃ for 1 hour. The reaction solution was quenched by adding 500 mL of water, and extracted with ethyl acetate (500 mL × 3). The organic phases were combined, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was added with dichloromethane (200 mL) and filtered to obtain 3-Methyl-2-nitro-3H-imidazole-4-carboxylic acid methyl ester(31 g, 0.2 mol, yellow solid), yield: 73%.

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