HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-chlorophenyl-N-(1-ethynylcyclohexyl)methane-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | (4-Chlorophenyl)methanesulfonyl chloride | HCID 227304 | — |
| Reactant | N-(1-acetylcyclohexyl)-4-chlorophenyl-methanesulfonamide | HCID 11461652 | — |
| Reactant | Ethynylcyclohexylamine | HCID 21910575 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-chlorophenyl-N-(1-ethynylcyclohexyl)methane-sulfonamide | HCID 11289918 | 80% |
Reaction Steps
The preparation of N-(1-acetylcyclohexyl)-4-chlorophenyl-methanesulfonamide, shown below, was performed as described in Pestic. Sci. 1993, 39, 185–192. 4-chloro-phenylmethanesulfonyl chloride (1.37 g, 6 mmol) and ethynylcyclohexylamine (0.73 g, 6 mmol) were stirred in tetrahydrofuran (10 mL) with triethylamine (0.9 mL, 6.6 mmol) for several hours at room temperature. The mixture was diluted with ethyl acetate, washed with water, dried (Na2SO4) and evaporated. Recrystallisation from ethanol yielded 4-chlorophenyl-N-(1-ethynylcyclohexyl)methane-sulfonamide (1.5 g, 80%) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07125840B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-86b5dc3006cc4e979aac2ea7010a15eb |
| Source note | uspto-grants-2006_10 |