HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phosphorus oxychloride → 2-Chloro-5-nitro-3-(trifluoromethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine | HCID 2775095 | — |
| Product | 2-Chloro-5-nitro-3-(trifluoromethyl)pyridine | HCID 3849140 | — |
Reaction Conditions
| Temperature | 115 °C |
|---|
Reaction Steps
A mixture of 5-nitro-3-(trifluoromethyl)pyridin-2(1H)-one 3 (1.50 g, 7.21 mmol), POCl3 (2.76 g, 18.02 mmol) and PCl5 (1.4 g, 10.09 mmol) is heated to about 110-120° C. for 8 hours and then poured into ice water. The mixture is neutralized with solid NaHCO3 and extracted with ethyl acetate (3×40 ml). The combined organic phases is dried over Na2SO4 and all solvents removed under reduced pressure to obtain 2-chloro-5-nitro-3-(trifluoromethyl)pyridine 4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08445507B2 |
| Source dataset | uspto-grants-2013_05 |
| ORD ID | ord-62ff18ba6e2647a4b5b7cd8a6fe83e5e |
| Source note | uspto-grants-2013_05 |