HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 2,6-Dichloro-5-fluoro-4-methylnicotinoyl chloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Reactant | 2,6-Dichloro-5-fluoro-4-methylpyridine-3-carboxylic acid | HCID 15130379 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2,6-Dichloro-5-fluoro-4-methylnicotinoyl chloride | HCID 54448923 | 88.7% |
Reaction Steps
A slurry of 30.8 g (0.147 moles) of 2,6-dichloro-4-methyl-5-fluoronicotinic acid in 200 mL of dichloromethane, containing a catalytic amount of dimethyl formamide, was treated dropwise over a 1-hour period with 19.2 mL (0.22 moles) oxalyl chloride. After 1 hour, the homogenous solution was evaporated in vacuo, diluted with an equal volume of dichloromethane, and evaporated in vacuo to yield 31.6 g of the title compound as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05585491 |
| Source dataset | uspto-grants-1996_12 |
| ORD ID | ord-685072695b8d4fba8681c56ef9f283e4 |
| Source note | uspto-grants-1996_12 |