Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Chloro-2-fluorobenzonitrile | HCID 93655 | — |
| Reactant | 3,5-Dihydroxybenzaldehyde | HCID 94365 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 21930398 | HCID 21930398 | 23.1% |
Reaction Steps
Sodium hydride (502 mg, 60% in mineral oil) was added portionwise to 4-chloro-2-fluorobenzonitrile (2.04 g) and 3,5-dihydroxybenzaldehyde (1.81 g) in DMF and the solution heated to 80° C. for 16 h. The cooled solution was diluted with water, acidified with concentrated hydrochloric acid, extracted twice with ethyl acetate, the extracts dried over sodium sulphate and evaporated. Purification by chromatography gave the sub-title compound as a white solid (0.83 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07276528B2 |
|---|
| Source dataset | uspto-grants-2007_10 |
|---|
| ORD ID | ord-3ca89c879b614c49bdfc03444c02313e |
|---|
| Source note | uspto-grants-2007_10 |
|---|
