HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532273Generated: October 30, 2026
Formic Acid → 3-{[3-Fluoro-4-(methylsulfonyl)-phenyl]methylene}-2,4-pentanedione
https://huagongshe.com/reaction/1532273
Participants
| Role | Name | HCID | Charge |
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| Reactant | Formic Acid | HCID 284 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Acetylacetone | HCID 31261 | — |
| Reactant | 3-Fluoro-4-methanesulfonylbenzaldehyde | HCID 21251732 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-{[3-Fluoro-4-(methylsulfonyl)-phenyl]methylene}-2,4-pentanedione | HCID 9838737 | — |
Reaction Steps
To a solution containing 0.93 g 3-fluoro-4-methylsulfonylbenzaldehyde, 0.05 ml piperidine and 0.02 ml formic acid in 20 ml DMF was added 1.04 ml 2,4-pentanedione with stirring at 20° C. The solution was stirred overnight at 20° C. and poured into water. The product was extracted with ethyl acetate and washed with water and evaporated to dryness in vacuo. The residue was crystallized from methanol, yield 0.48 g (30%), mp. 140-143° C. 1H-NMR (DMSO-d6, 400 MHz): 2.28 (s, 3 H, CH3), 2.50 (s, 3 H, CH3), 3.36 (s, 3 H, CH3), 7.47 (m, 1 H, Ar), 7.93 (m, 2 H, Ar), 7.76 (s, 1 H, CH).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06201027B1 |
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| Source dataset | uspto-grants-2001_03 |
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| ORD ID | ord-3440cfa0cadc48578545e8061e426742 |
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| Source note | uspto-grants-2001_03 |
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