2-Methyl-4-nitroimidazole Chemical Properties

Melting point:

251-255 °C(lit.)

Boiling point:

235.85°C (rough estimate)

Density 

1.4748 (rough estimate)

refractive index 

1.5000 (estimate)

Flash point:

195℃

storage temp. 

2-8°C

solubility 

DMSO (Sparingly), Methanol (Sparingly)

form 

powder

pka

8.87±0.10(Predicted)

Appearance

White to off-white Solid

Water Solubility 

3.01g/L(20 ºC)

BRN 

4032

Stability:

Stable. Incompatible with strong oxidizing agents.

CAS DataBase Reference

696-23-1(CAS DataBase Reference)

EPA Substance Registry System

1H-Imidazole, 2-methyl-4-nitro- (696-23-1)

Safety Information

Hazard Codes 

Xn

Risk Statements 

68-40-22

Safety Statements 

36/37

WGK Germany 

3

RTECS 

NI7550000

TSCA 

Yes

HS Code 

2933290000

MSDS

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2-Methyl-4-nitroimidazole Usage And Synthesis

Chemical Properties

solid

Uses

Floconazole impurity.

Uses

2-Methyl-4(5)-nitroimidazole was used to study the mechanism of both the alkaline and acidic hydrolysis of tinidazole.

Definition

ChEBI: 2-Methyl-5-nitroimidazole is a C-nitro compound and a member of imidazoles.

General Description

Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Synthesis

General procedure for the synthesis of 2-methyl-4-nitroimidazole from 4-iodo-2-methyl-5-nitro-1H-imidazole: (1) In a 5 mL microreaction flask, 50 mg of 4-bromo-2-methyl-5-nitroimidazole prepared in Example 1 was added, followed by the addition of 3 mL of methanol to dissolve it completely. Then, 5 mg of 10% palladium carbon (Pd/C) was added as a catalyst. The reaction flask was placed on a hydrogenation unit and high purity hydrogen was passed through, displacing it three times to ensure that the reaction system was free of oxygen. The reaction pressure was adjusted to 100 mmHg and the reaction was stirred at 25 °C for 30 h. The reaction pressure was adjusted to 100 mmHg. Upon completion of the reaction, the Pd/C catalyst was removed by centrifugation and the remaining liquid was concentrated by evaporation under reduced pressure to obtain the target product 2-methyl-5-nitroimidazole. The yield of this step was 47% by HPLC analysis.

References

[1] Patent: CN106674123, 2017, A. Location in patent: Paragraph 0039; 0040

2-Methyl-4-nitroimidazole(696-23-1)Related Product Information

• 1-[3-CHLORO-2-HYDROXYPROPYL]-2-METHYL-5-NITROIMIDAZOLE,α-[Chloromethyl]-2-methyl-5-nitroimidazole-1-ethanol
• Ornidazole IsoMer (IMpurity)
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• 3-(2-methyl-5-nitroimidazole-1-yl)-1,2-propanediol
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• Ornidazole Epoxide
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• 1-ETHYL-2-METHYL-4-NITRO-1H-IMIDAZOLE
• 3-(2-METHYL-4-NITRO-1H-IMIDAZOL-1-YL)PROPIONITRILE
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• 5-BROMO-2-METHYL-4-NITROIMIDAZOLE