HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 6-Chloro-2-iodopyridin-3-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diethyl Ether | HCID 3283 | — |
| Reactant | 5-Amino-2-chloropyridine | HCID 79305 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 6-Chloro-2-iodopyridin-3-amine | HCID 18407043 | 80.8% |
Reaction Steps
5-Amino-2-chloropyridine (3.0 g) was dissolved in DMF (40 mL), N-iodosuccinimide (5.25 g) was added and the reaction mixture was stirred at room temperature for 3 hours. Water and MTB-ether were added to the reaction mixture, the layers were separated and the organic layer was washed 3× with water, washed with brine, dried over MgSO4 and concentrated in vacuum. The residue was purified by column chromatography (silica 60, hexane/ethyl acetate=3:1, Rf=0.30) to afford 4.80 g of the title compound of the formula
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08247431B2 |
| Source dataset | uspto-grants-2012_08 |
| ORD ID | ord-43d732d3f95e4666bb8a5b3221c2df18 |
| Source note | uspto-grants-2012_08 |