HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydrofuran → HCID 86704985, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | N2-[4-(benzyloxy)phenyl]pyridine-2,3-diamine | HCID 28846536 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 86704985 | HCID 86704985 | 27% |
Reaction Steps
A mixture of N2-[4-(benzyloxy)phenyl]pyridine-2,3-diamine (3.96 g), cyanogen bromide (2.88 g), THF (60 mL) and water (15 mL) was stirred at room temperature for 48 hr. The reaction mixture was poured into saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/tetrahydrofuran), treated with activated carbon, and recrystallized from methanol/water to give the title compound (1.16 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09029388B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-d3c9f09c3c9e4741961b2d84b4419bb8 |
| Source note | uspto-grants-2015_05 |