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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1532275Generated: October 31, 2026

Formic Acid → 3-{[3-Chloro-4-(methylsulfonyl)-phenyl]methylene}-2,4-pentanedione

https://huagongshe.com/reaction/1532275

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormic AcidHCID 284—
ReactantPiperidineHCID 8082—
ReactantAcetylacetoneHCID 31261—
Reactant3-Chloro-4-methanesulfonyl-benzaldehydeHCID 11736115—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product3-{[3-Chloro-4-(methylsulfonyl)-phenyl]methylene}-2,4-pentanedioneHCID 9817822—

Reaction Conditions

Temperature20 °C

Reaction Steps

To a solution containing 1.42 g 3-chloro-4-methylsulfonylbenzaldehyde, 0.05 ml piperidine and 0.02 ml formic acid in 20 ml DMF was added 1.50 ml 2,4-pentanedione with stirring at 20° C. The solution was stirred overnight at 20° C. and poured into water. The oily residue was separated and crystallized from ethanol, yield 0.24 g (10%), mp. 140-142° C. 1H-NMR (DMSO-d6, 400 MHz): 2.28 (s, 3 H, CH3), 2.50 (s, 3 H, CH3), 3.40 (s, 3 H, CH3), 7.60 (m, 1 H, Ar), 7.80 (m, 1 H, Ar), 7.77 (s, 1 H, CH), 8.1 (m, 1 H, Ar).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06201027B1
Source datasetuspto-grants-2001_03
ORD IDord-de339383eb1d462a9d3663ea43e390d7
Source noteuspto-grants-2001_03