Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Lawesson's reagent | HCID 87949 | — |
| Reactant | HCID 15513083 | HCID 15513083 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 18674196 | HCID 18674196 | 61.4% |
Reaction Steps
175 mg of 5-(4-fluorophenyl)-3-propionylamino-4-(4-pyridyl)pyrazole and 450 mg of 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide were added to 30 ml of toluene, followed by heating under reflux for 2 hours. After the reaction mixture was cooled, 10% hydrochloric acid and ethyl acetate were added thereto. The aqueous layer was separated, neutralized with a saturation solution of sodium hydrogen carbonate, and extracted with chloroform-methanol (5:1). After the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure. The resulting residue was purified by silica gel thin-layer chromatography (using chloroform-methanol (10:1) as the developing solvent). Thus, 113 mg (61% yield) of the title compound was obtained as pale-yellow crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06511997B1 |
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| Source dataset | uspto-grants-2003_01 |
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| ORD ID | ord-23f57658ec904d07bbf7fcdd34f549c4 |
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| Source note | uspto-grants-2003_01 |
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