HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → Methyl 3,5-dichloropyrazine-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 3,5-Dichloropyrazine-2-carboxylic acid | HCID 22665536 | — |
| Solvent | Citric Acid | HCID 311 | — |
| Product | Methyl 3,5-dichloropyrazine-2-carboxylate | HCID 22665557 | — |
Reaction Steps
A mixture of 2-carboxy-3,5-dichloropyrazine (prepared in the above (1)) 226 g, sodium hydrogen carbonate 118 mg, methyl iodide 0.5 ml and dimethylformamide 1.8 ml is stirred at room temperature for 14 hours. The mixture is diluted with a 10% aqueous citric acid solution and extracted with ethyl acetate. The combined organic layer is washed with water and an aqueous saturated sodium chloride solution, dried over sodium sulfate and concentrated in vacuo to give 2-methoxycarbonyl-3,5-dichloropyrazine as a pale brown crystalline powder 245 mg. mp 60-63° C., MS(m/z): 206(M+)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07273868B2 |
| Source dataset | uspto-grants-2007_09 |
| ORD ID | ord-e48f66d536b3470ca1d288c134e4244e |
| Source note | uspto-grants-2007_09 |