HuagongsheHuagongshe Chemistry Print Report · For research reference only
Bromine → 2-Bromo-5-nitro-3-(trifluoromethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Bromine | HCID 24408 | — |
| Reactant | Phosphorus oxybromide | HCID 24613 | — |
| Reactant | Phosphorus tribromide | HCID 24614 | — |
| Reactant | 2-Hydroxy-5-nitro-3-(trifluoromethyl)pyridine | HCID 2775095 | — |
| Product | 2-Bromo-5-nitro-3-(trifluoromethyl)pyridine | HCID 53486350 | 88% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
A mixture of 5-nitro-3-(trifluoromethyl)pyridin-2(1H)-one 3, POBr3 (1.5 equivalents), PBr3 (4 equivalents), and Br2 (2 equivalents) is heated to about 90-110° C. and is then poured into ice water. The mixture is neutralized and extracted. The combined organic phases are dried over Na2SO4 and all solvents removed under reduced pressure to obtain 2-bromo-5-nitro-3-(trifluoromethyl)pyridine 21 in a yield of 88%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388159B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-58f0b7b2d984415dbfced4953acf20dd |
| Source note | uspto-grants-2016_07 |