HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sulfuric Acid → HCID 67485361, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sulfuric Acid | HCID 1118 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 67485726 | HCID 67485726 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67485361 | HCID 67485361 | 69% |
Reaction Steps
to 5-bromo-3-(2-methylpyridin-3-yloxy)picolinonitrile (15 g, 52 mmol) was added concentrated H2SO4 (30 mL) and the slurry was left to stir overnight, at which point the material was fully dissolved. The reaction was poured into 0° C. water in small portions. While maintaining the temp below 20° C., the aqueous layer was basified by the addition of NaOH pellets, to a pH of ˜5, at which point a solid formed. The solid was filtered and the remaining aqueous layer was extracted with EtOAc. The organic layers, combined with the solid, were washed with brine, dried over MgSO4 and concentrated in vacuo to yield 5-bromo-3-(2-methylpyridin-3-yloxy)picolinamide (11 g, 69%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08853409B2 |
| Source dataset | uspto-grants-2014_10 |
| ORD ID | ord-cca6953637194a588fcd825596faea73 |
| Source note | uspto-grants-2014_10 |