Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | 3-Iodopropyl-4,4,5,5,5-pentafluoropentylsulfide | HCID 86587641 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 11391445 | HCID 11391445 | 133.5% |
Reaction Steps
In a solution of 30.6 g of 3-iodopropyl-4,4,5,5,5-pentafluoropentylsulfide in 200 ml of absolute tetrahydrofuran, 45 g of methylamine is condensed at a bath temperature of ±78° C., and it is stirred for 1.5 hours at room temperature and for 4 hours at 60° C. in the pressurized reactor. To open the reactor, it is allowed to cool overnight to room temperature and then to −78° C. Then, it is allowed to reach room temperature, excess methylamine is evaporated, diluted with ethyl acetate, washed neutral, dried on sodium sulfate, concentrated by evaporation in a vacuum and chromatographed on silica gel with dichloromethane/methanol. 15.7 g of N-methyl-[3-(4,4,5,5,5-pentafluoropentylthio)-propyl]-amine is obtained as an oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06271403B1 |
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| Source dataset | uspto-grants-2001_08 |
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| ORD ID | ord-cd3db5db45024e6a9c155402257142b3 |
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| Source note | uspto-grants-2001_08 |
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