Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Bromothiophenol | HCID 66049 | — |
| Reactant | 3-(Dimethylamino)propyl chloride hydrochloride | HCID 94308 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 20572885 | HCID 20572885 | 96% |
Reaction Steps
3-(Dimethylamino)propyl chloride hydrochloride (3.48 g, 22 mmol) was added in portions to a suspension of 4-bromothiophenol (3.78 g, 20 mmol) and potassium carbonate (5.52 g, 40 mmol) in DMF (40 ml) and the reaction mixture heated to 60° C. for 15 minutes. The mixture was allowed to cool to ambient temperature and poured into water (100 ml) and extracted with EtOAc (2×100 ml). The extracts were combined, washed with brine (3×100 ml), dried (Chemelut column 1010) and evaporated to give the title compound (5.25 g, 96%) as a pale yellow oil. NMR 1.76 (m, 2H), 2.20 (s, 6H), 2.35 (t, 2H), 2.93 (t, 2H), 7.18 (d, 2H), 7.38 (d, 2H); m/z 276.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07465728B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-dca7f4b88f0e4d8295290a5b352dc813 |
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| Source note | uspto-grants-2008_12 |
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