HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Ammonium Hydroxide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 6-Chloronicotinamide | HCID 80456 | — |
| Reactant | 4-Hydroxy-3-methylbenzaldehyde | HCID 139901 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Ammonium Hydroxide | HCID 14923 | 0.7% |
| Product | 6-(4-Formyl-2-methyl-phenoxy)-nicotinamide | HCID 59730273 | — |
Reaction Steps
A solution of 4-hydroxy-3-methylbenzaldehyde (1.0 equiv) in DMF (0.2 M solution) was treated with K2CO3 (1.5 equiv) and 6-chloronicotinamide (1.0 equiv). The reaction mixture was placed inside the microwave oven and then irradiated for 5 min. Upon completion of the reaction, the mixture was cooled, poured into H2O and extracted with ethyl acetate, and the combined organic layers were washed twice with water and brine. After drying the extracts over magnesium sulfate and evaporation under vacuum the crude product was purified by silica gel chromatography using CHCl3: EtOH 7%: NH4OH 0.7% to afford the title compound as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07381719B2 |
| Source dataset | uspto-grants-2008_06 |
| ORD ID | ord-ac9f9a605430414ea11139c1849030e1 |
| Source note | uspto-grants-2008_06 |