HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → HCID 68749464, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 4'-Hydroxyacetophenone | HCID 7469 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Chloronicotinamide | HCID 80456 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 68749464 | HCID 68749464 | 20% |
Reaction Steps
4-Hydroxyacetophenone (1 equiv), 6-chloronicotinamide (1 equiv) and K2CO3 (1.4 equiv) in anhydrous DMF (0.4 M) was heated at 150° C. under nitrogen during 2.5 days. After cooling down to room temperature, toluene was added and solvents were evaporated. The residue was partitioned in water/EtOAc. The aqueous layer was thoroughly extracted with EtOAc. The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum (toluene was added to aid DMF evaporation). The crude mixture was purified by flash chromatography using EtOAc/CH2Cl2/2 M NH3 in MeOH (12:7:1) as eluent in 20% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07381719B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-a6f7a9d633f54822a2afe7c217b34610 |
| Source note | uspto-grants-2008_06 |