Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Cyclohexanol | HCID 7966 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Ethanamine, 2-(2-methoxyethoxy)-N,N-bis[2-(2-methoxyethoxy)ethyl]- | HCID 112414 | — |
| Reactant | N-(2-fluoro-5-nitrophenyl)methanesulfonamide | HCID 4416401 | — |
| Solvent | Chlorobenzene | HCID 7964 | — |
| Product | HCID 22406120 | HCID 22406120 | 73.4% |
Reaction Steps
To 2000 ml of a chlorobenzene solution containing 52.8 g of 60% sodium hydride were successively added 128.0 g of cyclohexanol and 8 ml of tris[2-(2-methoxyethoxy)ethyl]amine at room temperature, and then after stirring for 30 minutes, 100.0 g of N-(2-fluoro-5-nitrophenyl)methanesulfonamide was added under ice cooling, followed by stirring for 19 hours. The reaction solution, after addition of 1500 ml of 3N hydrochloric acid, was extracted with dichloromethane, and the organic layer was successively washed with water and a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate. After evaporation of the solvent, the residue was recrystallized from ethanol to give 98.5 g of N-(2-cyclohexyloxy-5-nitrophenyl)methanesulfonamide as yellow plates.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05374764 |
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| Source dataset | uspto-grants-1994_12 |
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| ORD ID | ord-a6a8be5a18954169b3e2d162e977ec2d |
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| Source note | uspto-grants-1994_12 |
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