Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzenesulfonamide, N,4-dimethyl- | HCID 12543 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Benzene, 1-fluoro-2-methyl-4-nitro- | HCID 68001 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18509337 | HCID 18509337 | 36% |
Reaction Steps
To a suspension of sodium hydride (60%, 0.08 g (2.00 mmol)) in 2.0 ml of DMF, N-methyl-p-toluenesulfonamide (0.37 g (2.00 mmol)) was added at room temperature with stirring. To the resulting mixture, after 15 minutes' stirring at room temperature, 2-fluoro-5-nitrotoluene (0.31 g (2.00 mmol)) was added. The reaction mixture was stirred at room temperature for 2 hours, poured into water and extracted with ethyl acetate. The extract was washed with water and saturated sodium chloride solution, successively, dried over anhydrous magnesium sulfate, and then concentrated under reduced pressure. Diisopropyl ether was added to the residue and crystals separated was filtered and washed to give 0.22 g (36%) of the title compound as pale yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06586617B1 |
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| Source dataset | uspto-grants-2003_07 |
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| ORD ID | ord-f5cc8aaae2694afe9de949247bce8ef6 |
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| Source note | uspto-grants-2003_07 |
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