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169770-25-6

169770-25-6 Structure

169770-25-6 Structure
IdentificationBack Directory
[Name]

METHYL 1-METHYL-4-NITRO-1H-IMIDAZOLE-2-CARBOXYLATE
[CAS]

169770-25-6
[Synonyms]

3-BROMO-10-CHLOROPHENOL
Methyl 4-nitro-1-methylimidazole-2-carboxylate
Methyl 1-Methyl-4-nitroimidazole-2-carboxylate
Methyl -methyl-4-nitro-1H-imidazole-2-carboxylate
METHYL 1-METHYL-4-NITRO-1H-IMIDAZOLE-2-CARBOXYLATE
1H-Imidazole-2-carboxylic acid, 1-methyl-4-nitro-, methyl ester
Carbamicacid,N-[2-(2-bromoethoxy)ethyl]-,1,6-dimethylethylester
[Molecular Formula]

C6H7N3O4
[MDL Number]

MFCD08275078
[MOL File]

169770-25-6.mol
[Molecular Weight]

185.14
Chemical PropertiesBack Directory
[Melting point ]

157-158 °C
[Boiling point ]

345.0±34.0 °C(Predicted)
[density ]

1.49±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[pka]

-2.47±0.60(Predicted)
[Appearance]

White to off-white Solid
Safety DataBack Directory
[HazardClass ]

IRRITANT
[HS Code ]

2933299090
Spectrum DetailBack Directory
[Spectrum Detail]

METHYL 1-METHYL-4-NITRO-1H-IMIDAZOLE-2-CARBOXYLATE(169770-25-6)1HNMR
METHYL 1-METHYL-4-NITRO-1H-IMIDAZOLE-2-CARBOXYLATE(169770-25-6)1HNMR
Hazard InformationBack Directory
[Synthesis]

Methanol

67-56-1

1-METHYL-4-NITRO-2-(TRICHLOROACETYL)-1H-IMIDAZOLE

120095-64-9

METHYL 1-METHYL-4-NITRO-1H-IMIDAZOLE-2-CARBOXYLATE

169770-25-6

The general procedure for the synthesis of methyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate from methanol and 2,2,2-trichloro-1-(1-methyl-4-nitro-1H-imidazol-2-yl)ethanone was as follows: methanol (40 mL) was added to a reaction flask containing 2,2,2-trichloro-1-(1-methyl-4-nitro-1H-imidazol-2-yl)ethanone, heated to 40 °C and stirred for 10 minutes. Subsequently, a small amount of sodium hydride (100 mg) was added to the reaction mixture to ensure complete methanolysis. After continued stirring for 2 h, the reaction mixture was filtered to afford methyl 1-methyl-4-nitro-1H-imidazole-2-carboxylate in 94% yield. The product was confirmed by 1H-NMR (CDCl3): δ 7.84 (s, 1H, Im-CH), 4.18 (s, 3H, CH3), 3.93 (s, 3H, CH3).EI-HRMS analysis resulted in a m/z calculated value of 185.0437 for C6H7N3O4 and a measured value of 185.0476 (100%).

[References]

[1] Patent: WO2007/45096, 2007, A1. Location in patent: Page/Page column 45; 86
[2] Heterocycles, 1995, vol. 41, # 6, p. 1181 - 1196
[3] Synthetic Communications, 2004, vol. 34, # 9, p. 1609 - 1615
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