HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 22558978, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Urea | HCID 1176 | — |
| Reactant | Sodium Nitrite | HCID 23668193 | — |
| Reactant | HCID 68742716 | HCID 68742716 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 22558978 | HCID 22558978 | 52.4% |
Reaction Steps
A solution of Intermediate 72 (760 mg) in acetic acid (4 ml) was added with an aqueous solution (0.7 ml) of sodium nitrite (156 mg) under ice cooling, and stirred for 30 minutes. This reaction mixture was added with urea (350 mg), warmed to room temperature, stirred for 30 minutes, then added with toluene (8 ml) and water (4 ml), and further stirred for 60 hours. The reaction mixture was extracted with toluene (50 ml×2). The organic layer was washed successively with saturated aqueous sodium hydrogencarbonate, and saturated brine and dried, and then the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (Quad, hexane:ethyl acetate=6:1) to obtain the title compound (Compound No. V-57, 411 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07470807B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-bcdb3ed9c688410381e14a4e002c314f |
| Source note | uspto-grants-2008_12 |