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CAS No. : | 37050-18-3 | MDL No. : | MFCD22052499 |
Formula : | C5H5ClN2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 144.56 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium acetate; In methanol; water; | EXAMPLE 27 4'-(Trifluoromethyl)-5-chloro-1-methyl-2,2'-bi-1H-imidazole A mixture of 7.6 g (0.028 moles) <strong>[431-67-4]1,1-dibromo-3,3,3-trifluoroacetone</strong>, 2.5 g (0.3 moles) sodium acetate and 15 ml water was heated on a steam bath for one-half hour. This cooled solution was added to 3.4 g (0.0235 moles) 5-chloro-1-methylimidazole-2-carboxaldehyde in 100 ml methanol. Finally, 25 ml concentrated ammonium hydroxide was added slowly. After stirring for 5 hours the reaction was concentrated and then extracted with ethyl acetate (2 x 75 ml). After drying (anhydrous sodium sulfate) and concentration, 5.3 g gummy tan solid was obtained. Recrystallization (toluene) gave 2.16 g (36.7%) light tan crystals, mp 217-219C. Nmr (dimethyl sulfoxide-d6 delta 3.15-3.80 (br s, 1H), 4.05 (s, 3H), 7.19 (s, 1H), 7.86 (s, H); ms (70 EV, electron impact) m/e 250 (molecular ion), 231 (M+F), 215 (M+Cl). Anal. Calcd. for C863lN4 C, 38.34; H, 2.41; N, 22.36. Found: C, 38.43; H, 2.44; N, 22.17. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | With sodium hydroxide In ethanol Ambient temperature; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
98% | With Dess-Martin periodane; In dichloromethane; at 0 - 20℃; for 4.0h; | A Dess-Martin reagent (1.04 g, 2.46 mmol) was added to a solution of <strong>[334893-99-1](5-chloro-1-methyl-1H-imidazol-2-yl)methanol</strong> (0.300 g, 2.05 mmol) in dichloromethane (20.0 mL) at 0 C. The reaction liquid was stirred at room temperature for 4 hours. The reaction liquid was filtered through Celite and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography (silica gel, n-hexane/ethyl acetate) to obtain 5-chloro-1-methyl-1H-imidazole-2-carbaldehyde (0.289 g, 2.00 mmol, 98%) as a white solid. (0157) 1H-NMR (400 MHz, CDCl3) delta: 3.97 (3H, s), 7.24 (1H, s), 9.70 (1H, s). |