HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl iodide → methyl 1-methyl-5-nitro-1H-pyrazole-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | methyl 3-nitro-1H-pyrazole-5-carboxylate | HCID 135452337 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | methyl 1-methyl-5-nitro-1H-pyrazole-3-carboxylate | HCID 50896836 | 58% |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
500 mg (2.93 mM) of 5-nitro-1H-pyrazole-3-carboxylic acid methyl ester was dissolved in 5 ml of N,N-dimethylformamide, to which 810 mg (5.86 mM, eq) of potassium carbonate was added. Subsequently, 0.49 ml (3.22 mM) of iodomethane was added dropwise thereto at 0° C., and the resulting mixture was stirred under a nitrogen atmosphere for 1 hour. The solvent was distilled off under reduced pressure, and the resultant was extracted with ethyl acetate and brine. The organic solvent layer was dried over anhydrous sodium sulfate, filtered, and then distilled under reduced pressure. The resulting impure compound was purified by column chromatography (hexane:ethyl acetate=10:1), to obtain 314 mg (56%) of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07939550B2 |
| Source dataset | uspto-grants-2011_05 |
| ORD ID | ord-177003ed0d044a3c838ae62699424ef6 |
| Source note | uspto-grants-2011_05 |