HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 18509236, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 2-Chloro-5-nitrobenzonitrile | HCID 85504 | — |
| Reactant | HCID 18509246 | HCID 18509246 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18509236 | HCID 18509236 | 54.3% |
Reaction Steps
To a solution of 5-chloro-N-methoxy-2-thiophenesulfonamide (0.46 g (2.02 mmol)) and 2-chloro-5-nitrobenzonitrile (0.45 g (2.46 mol)) in DMF (3.0 ml), sodium hydride (60%, 0.09 g (2.25 mmol)) was added bit by bit under cooling with ice and with stirring and the mixture was stirred under cooling with ice for one hour and at room temperature for one hour. Water was added to the reaction mixture and the resulting mixture was extracted with ethyl acetate. The extract was washed with water, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. The residue was subjected to silica gel chromatography with ethyl acetate-hexane (1:3) as eluent to give 0.41 g (54%) of the title compound as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06586617B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-0591e95d5e474a8baa4c24102c10ab0b |
| Source note | uspto-grants-2003_07 |