Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Oxalic Acid | HCID 971 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 10667145 | HCID 10667145 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Diisopropyl Ether | HCID 7914 | — |
| Product | HCID 19970295 | HCID 19970295 | 84% |
Reaction Steps
25.92 ml of ethyl acrylate, 32.98 g of potassium carbonate and 7.7 g of tetrabutylammonium bromide are added to 44.8 g of 4-{2-[N-(1-benzylpiperid-4-yl)amino]-1,3-thiazol-4-yl}benzonitrile in 900 ml of toluene, and then the reaction mixture is heated under reflux for 24 hours. The reaction mixture is cooled, then water is added and the mixture is separated after settling has taken place. The organic phase is dried over sodium sulphate and then evaporated to dryness. The oil obtained is taken up in isopropyl ether and filtered on a silica bed, entraining with isopropyl ether. The evaporation of the filtrate leads to a resin which is then salified by addition of one equivalent of oxalic acid in acetone in order to provide white crystals which melt at 225° C.; yield 84%.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05607952 |
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| Source dataset | uspto-grants-1997_03 |
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| ORD ID | ord-01131449b9af450082b92eeb9b845600 |
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| Source note | uspto-grants-1997_03 |
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