HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-(3-Trifluoromethylphenoxy)nicotinoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-(3-(Trifluoromethyl)phenoxy)-3-pyridinecarboxylic acid | HCID 215891 | — |
| Catalyst | Triethylamine hydrochloride | HCID 11130 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | 2-(3-Trifluoromethylphenoxy)nicotinoyl chloride | HCID 11162424 | 66.7% |
Reaction Steps
There were combined 14.1 grams (0.05 mole) 2-(3-trifluoromethylphenoxy) nicotinic acid, 0.1 grams triethylamine hydrochloride and 150 milliliters of chloroform. The mixture was stirred and heated to reflux. Then, 6.5 grams (0.055 mole) thionyl chloride was slowly added. After addition was complete the reaction mass was heated under reflux until hydrogen chloride evolution had ceased (about 30 minutes); it was then cooled to room temperature, filtered, and the solvent removed under vacuum producing 10.0 grams (66.7% of theoretical yield) of 2-(3-trifluoromethylphenoxy) nicotinoyl chloride. The structure was confirmed by infrared spectral analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04270946 |
| Source dataset | uspto-grants-1981_06 |
| ORD ID | ord-b81b271bd2ce46ef871e7f8dc7d735e5 |
| Source note | uspto-grants-1981_06 |