HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Amino-5,6-dichloropicolinic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium trimethylsilanolate | HCID 23668039 | — |
| Reactant | Methyl 4-amino-5,6-dichloro-2-pyridinecarboxylate | HCID 58504072 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Amino-5,6-dichloropicolinic Acid | HCID 58504070 | 98.5% |
Reaction Steps
The compound prepared in Example 405 (2.438 g) and potassium trimethylsilanolate (2.971 g) were suspended in tetrahydrofuran (100 mL) and stirred at reflux for 4 hours. The reaction mixture was dissolved in water and added to 1 N hydrochloric acid. Ethyl acetate was added and the system stirred at room temperature. The organics were dried, magnesium sulfate and concentrated under reduced pressure to furnish the title compound (2.250 g), which was used without further purification, possessing the following physical data.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08809538B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-2d3e1c67be8e44c29e6804966f15762b |
| Source note | uspto-grants-2014_08 |