Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Diphenyl disulfide | HCID 13436 | — |
| Edukt | Benzenesulfenyl chloride | HCID 11008040 | — |
| Edukt | 2-[3-(Trifluoromethyl)phenyl]thiophene | HCID 20100092 | — |
| Katalysator | Iron | HCID 23925 | — |
| Lösungsmittel | Carbon Tetrachloride | HCID 5943 | — |
| Produkt | HCID 20386680 | HCID 20386680 | 39% |
Reaktionsschritte
A mixture of 29.7 g (0.13 mole) of 2-(m-trifluoromethylphenyl)thiophene, 200 ml of reagent carbon tetrachloride, 15.5 ml (18.8 g 0.13 mole) of benzene sulfenyl chloride and 0.05 g of iron powder was allowed to stand 4 days at room temperature. The reaction mixture was found by vapor phase chromatography to contain approximately equal amounts of 2-(m-trifluoromethylphenyl)thiophene, diphenyl disulfide and the desired disubstituted thiophene. An additional 12.7 ml (0.11 mole) of benzenesulfenyl chloride and 0.05 g of iron powder were added. The mixture was stirred 2 hours at room temperature and then 1 hour at reflux. The carbon tetrachloride solvent was removed by distillation. The residue was distilled at reduced pressure to give 17 g (39%) of 2-phenylthio-5-(m-trifluoromethylphenyl)thiophene b.p. 172°-210° C. (0.04 mm), nD21 =1.6329-1.6330.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04174405 |
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| Quelldatensatz | uspto-grants-1979_11 |
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| ORD ID | ord-9fe412f2328447858a41a74d2ca3d546 |
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| Quellennotiz | uspto-grants-1979_11 |
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