Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Phenethyl bromide | HCID 7666 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 70243724 | HCID 70243724 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Sodium Bicarbonate | HCID 516892 | — |
| Product | HCID 54089695 | HCID 54089695 | — |
Reaction Steps
In 10 ml of ethanol was suspended 0.998 g (2.5 mM) of N-(piperidin-4-yl)-3-(5-thia-1,8b-diazaacenaphthylen-4-yl)acrylamide dihydrochloride as well as 0.703 g (3.8 mM) of phenethyl bromide, followed by addition of 1.74 ml (12.5 mM) of triethylamine, and the mixture was refluxed for 5 hours. To this reaction mixture was further added 0.070 g (0.38 mM) of phenethyl bromide, and the mixture was refluxed overnight. This reaction mixture was diluted with 5% aqueous solution of sodium hydrogen carbonate and extracted with dichloromethane. The organic layer was washed with saturated aqueous solution of sodium chloride and dried over Na2SO4 and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-methanol=4/1) and concentrated and the residue was crystallized from ether to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06235731B1 |
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| Source dataset | uspto-grants-2001_05 |
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| ORD ID | ord-30fac37b0b2a41ea834520d389e46257 |
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| Source note | uspto-grants-2001_05 |
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