HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 21071273, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dichloroacetyl chloride | HCID 6593 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Ethynylpyridin-3-amine | HCID 21071274 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 21071273 | HCID 21071273 | 66.1% |
Reaction Steps
A mixture of 3-amino-5-ethynylpyridine (20.73 g, 23.1 mmol) and triethylamine (3.54 mL, 25.42 mmol) in dichloromethane was cooled in an ice bath. A solution of dichloroacetyl chloride (2.57 mL, 25.42 mmol) in dichloromethane was added dropwise. After stirring for one more hour, water and ethyl acetate were added. The organic layer was separated, washed with saturated sodium hydrogen carbonate, dried over sodium sulfate, filtered and concentrated in vacuo to yield 3-(2,2-dichloroacetamido)-5-ethynylpyridine (3.5 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07157473B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-af35d5062ca645bd949161d4aef4719f |
| Source note | uspto-grants-2007_01 |