HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2-Fluoropyridine-3-carbonyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 2-Fluoronicotinic acid | HCID 96089 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Fluoropyridine-3-carbonyl chloride | HCID 21959582 | — |
Reaction Steps
2-Fluoropyridine-3-carboxylic acid (5.02 g, 35.6 mmol) was suspended in dichloromethane (100 mL), treated with thionyl chloride (13.0 mL, 178 mmol, 5 equiv) and N,N-dimethylformamide (0.138 mL, 1.78 mmol, 0.05 equiv) and placed into a preheated oil bath at 45° C. for 2 hours. The mixture was cooled to ambient temperature, concentrated in vacuo and the residue was concentrated from toluene (2×50 mL), providing the titled compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08293744B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-0684152281c747bbbb5c43a68e15066d |
| Source note | uspto-grants-2012_10 |