HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ammonia → 4,5-Diethoxy-3-fluorophthalonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ammonia | HCID 222 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1,2-Dibromo-4,5-diethoxy-3-fluorobenzene | HCID 11709889 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Product | 4,5-Diethoxy-3-fluorophthalonitrile | HCID 22929841 | — |
Reaction Conditions
| Temperature | 150 °C |
|---|
Reaction Steps
After dissolving the 1,2-dibromo-4,5-diethoxy-3-fluorobenzene (480 g) in dimethylformamide (1400 ml), copper cyanide (345 g) was added and the mixture was stirred at 150° C. for 3 hours. Saturated aqueous ammonia was added to the reaction mixture, and then the mixture was stirred overnight and extraction was performed with toluene. The organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure and the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (513 g) as white crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07244730B2 |
| Source dataset | uspto-grants-2007_07 |
| ORD ID | ord-f1aa9cb6fca04ca9b6398103df5a9706 |
| Source note | uspto-grants-2007_07 |