HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 6-(Trifluoromethyl)nicotinoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 6-(Trifluoromethyl)nicotinic acid | HCID 2777551 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-(Trifluoromethyl)nicotinoyl chloride | HCID 2777557 | — |
Reaction Steps
To a 1 L 3-neck flask equipped with an overhead stirrer, Claisen adaptor, nitrogen bubbler, 60 mL addition funnel, and thermocouple was added 6-(trifluoromethyl)nicotinic acid (45.0 g, 236 mmol), dichloromethane (540 mL) and DMF (0.910 mL, 11.8 mmol) via syringe. To this solution was added oxalyl chloride (24.5 mL, 283 mmol) and the reaction was allowed to stir at ambient temperature overnight. The reaction was then filtered and the clear filtrate was concentrated in vacuo to afford the title compound as a brown semisolid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09328095B2 |
| Source dataset | uspto-grants-2016_05 |
| ORD ID | ord-156daa0faea44172ad198aa41a2dc7d9 |
| Source note | uspto-grants-2016_05 |