ChemicalBook--->CAS DataBase List--->3034-42-2

3034-42-2

3034-42-2 Structure

3034-42-2 Structure
IdentificationBack Directory
[Name]

1-METHYL-5-NITROIMIDAZOLE
[CAS]

3034-42-2
[Synonyms]

1-methyl-5-nitro-imidazol
Metronidazole Impurity 4
Imidazole, 1-methyl-5-nitro-
1H-Imidazole, 1-methyl-5-nitro-
1-Methyl-5-nitroimidazole >97.0% (HPLC)
[EINECS(EC#)]

221-225-2
[Molecular Formula]

C4H5N3O2
[MDL Number]

MFCD00126968
[MOL File]

3034-42-2.mol
[Molecular Weight]

127.101
Chemical PropertiesBack Directory
[Melting point ]

54-57 °C
[Boiling point ]

328.9±15.0 °C(Predicted)
[density ]

1.44±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[solubility ]

Chloroform (Slightly), Methanol (Slightly)
[form ]

Solid
[pka]

2.13±0.10(Predicted)
[color ]

Pale Yellow
[BRN ]

123550
[InChI]

1S/C4H5N3O2/c1-6-3-5-2-4(6)7(8)9/h2-3H,1H3
[InChIKey]

JLZXSFPSJJMRIX-UHFFFAOYSA-N
[SMILES]

Cn1cncc1[N+]([O-])=O
Hazard InformationBack Directory
[Chemical Properties]

Pale Yellow Solid
[Uses]

Used in the synthesis of new 5-nitroimidazoles as potential antibacterial drugs via VNS procedure.
[Synthesis]

4-Nitroimidazole

3034-38-6

1-METHYL-5-NITROIMIDAZOLE

3034-42-2

Example 2: 202 parts of 5-nitroimidazole were dissolved in 600 parts of 90% formic acid, followed by the addition of 250 parts of dimethyl sulfate. The reaction mixture was heated and kept for 6 hours. Upon completion of the reaction, the formic acid was removed by vacuum distillation. To the residue was added 420 parts of water and the mixture was cooled to 0°C to 5°C. The unreacted 5-nitroimidazole (60 parts) was separated by centrifugation. The pH of the mixture was adjusted to 10 using a 25% aqueous ammonia solution and the precipitate was precipitated at 0 °C to 5 °C. One hundred and thirty parts of 1-methyl-5-nitroimidazole were finally obtained with a melting point of 58°C to 60°C and a yield of 82% of the theoretical value (based on 4(5)-nitroimidazole).

[References]

[1] Patent: US4021442, 1977, A
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
[RTECS ]

NI7530000
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Dimethyl sulfate-->Imidazole-->4-Nitroimidazole-->Water-->Formic acid
[Preparation Products]

5-Amino-1-methylimidazole
Spectrum DetailBack Directory
[Spectrum Detail]

1-METHYL-5-NITROIMIDAZOLE(3034-42-2)1HNMR
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