HuagongsheHuagongshe Chemistry Print Report · For research reference only
Oxalyl chloride → 1-(3,5-dichloropyridin-2-yl)-3-(prop-2-ynyloxy)-1H-pyrazole-5-carbonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 1-(3,5-dichloropyridin-2-yl)-3-(prop-2-ynyloxy)-1H-pyrazole-5-carboxylic acid | HCID 58158938 | — |
| Catalyst | Dimethylformamide | HCID 6228 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 1-(3,5-dichloropyridin-2-yl)-3-(prop-2-ynyloxy)-1H-pyrazole-5-carbonyl chloride | HCID 58158923 | 100% |
Reaction Steps
To a 100 mL flask, 1-(3,5-dichloropyridin-2-yl)-3-(prop-2-ynyloxy)-1H-pyrazole-5-carboxylic acid (0.2 g, 0.64 mmol), dichloromethane (10 mL) and oxalyl dichloride (0.16 g, 1.2 mmol) were added. After five drops of N,N-dimethyl formamide were added, a large number of gas was released. After being stirred for 8 hours at room temperature, the reaction mixture was evaporated to dryness at reduced pressure. Then 100 mL toluene was added, and the reaction mixture was concentrated again under reduced pressure to give the product (0.21 g) as yellow solid in 100% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492409B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-4241e53d751f42e5b5856a35243fbbd8 |
| Source note | uspto-grants-2013_07 |