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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1919127Generated: November 3, 2026

Malonic Acid → HCID 58043931, compound

https://huagongshe.com/reaction/1919127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMalonic AcidHCID 867—
ReactantPiperidineHCID 8082—
Reactant1-Benzothiophene-3-carbaldehydeHCID 227328—
SolventPyridineHCID 1049—
ProductHCID 58043931HCID 5804393189%

Reaction Conditions

Temperature110 °C

Reaction Steps

A suspension of benzo[b]thiophene-3-carbaldehyde (4.9 g, 30 mol), malonic acid (6.6 g, 60 mmol) and piperidine (1 mL) in 100 mL anhydrous pyridine was heated at 110° C. for overnight. The reaction mixture was cooled to room temperature and the solvent was removed in vacuo. The residue was taken up in 100 mL of water and 1 N hydrochloric acid was added to adjust the pH of this solution to ca. 3. The resulting suspension was filtered and the yellow solid was collected, washed with water (3×30 mL) dried in vacuo to give 329a as a yellow solid (5.5 g, 89%). MS: [M+H]+ 205.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08618107B2
Source datasetuspto-grants-2013_12
ORD IDord-c392e72248b3486b82577a57a79194a8
Source noteuspto-grants-2013_12