Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Bromo-1-(2,4-dichlorophenyl)propan-1-one | HCID 10923991 | — |
| Reactant | HCID 10979577 | HCID 10979577 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 9935075 | HCID 9935075 | 56.2% |
Reaction Steps
0.93 g of 2-bromo-1-(2,4-dichlorophenyl)propan-1-one, 1 g of N-(1-naphth-2-yl-2-methoxyethyl)-N-propyl-thiourea and 0.47 ml of triethylamine are dissolved in 20 ml of ethanol and the reaction mixture is heated for 3 hours at 70° C. The ethanol is removed by evaporation and then, successively, water is added, extraction is carried out with methylene chloride and the organic phases are washed, dried over sodium sulphate, filtered and concentrated under vacuum. The residue is purified on a column of silica gel, using a 9/1 (v/v) cyclohexane/ethyl acetate mixture as eluent, to provide 0.9 g of the expected product, the hydrochloride of which is prepared; M.p.=50° C. 1H NMR (DMSO): 0.73 (m, 3H), 1.12-1.59 (m, 2H), 2.09 (s, 3H), 3.35 (s, 3H), 3.31-3.46 (m, 2H), 3.97-4.23 (m, 2H), 5.48-5.60 (m, 1H), 7.48-7.95 (m, 10H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05880135 |
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| Source dataset | uspto-grants-1999_03 |
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| ORD ID | ord-2b34b3bf17334559988a871f18d618f6 |
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| Source note | uspto-grants-1999_03 |
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