HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dichloro-5,6-dicyano-1,4-benzoquinone → HCID 22249620, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dichloro-5,6-dicyano-1,4-benzoquinone | HCID 6775 | — |
| Reactant | O-Phenylenediamine | HCID 7243 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 22249649 | HCID 22249649 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 22249620 | HCID 22249620 | 17.5% |
Reaction Steps
DDQ (79 mg, 0.35 mmol) was added to a solution of 8-(1-ethylpropyl)-2,5-dimethyl-7,8-dihydro-6H-pyrazolo[1,5-a]pyrrolo[3,2-e]pyrimidin-3-carbaldehyde (100 mg, 0.35 mmol) and 1,2-phenylenediamine (40 mg, 0.37 mmol) in acetonitrile (1 mL) at room temperature and the mixture was stirred for one day. Further, a 0.5N aqueous solution of sodium hydroxide was added thereto, followed by stirring for five hours. The mixture was extracted with ethyl acetate, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by dry pack silica gel column chromatography (50% ethyl acetate/hexane), to give the title compound (23 mg) as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06951865B2 |
| Source dataset | uspto-grants-2005_10 |
| ORD ID | ord-e333226e6ece4001973ebb11b43ddcd3 |
| Source note | uspto-grants-2005_10 |