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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 384283Generated: October 23, 2026

Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) → HCID 16122395, compound

https://huagongshe.com/en/reaction/384283

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1)HCID 466102—
ReactantAndrographolideHCID 5318517—
ReactantDimethylsulfoxide tolueneHCID 22340214—
Solvent2,2-DimethoxypropaneHCID 6495—
ProductHCID 16122395HCID 161223952,788.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

Andrographolide (150 mg, 0.43 mmol) was dissolved in a mixture solution of 2,2-dimethoxypropane (0.2 mL), pyridinium p-toluene-sulfonate (3 mg) and toluene/DMSO (3 mL/0.4 mL), stirred at 80° C. for 1 hour, and cooled to room temperature at the end. The reaction was terminated by using triethylamine (0.1 mL), the reaction mixture was diluted with toluene (20 mL), washed with water (3×5 mL), the organic layer was dried using anhydrous Na2SO4 and concentrated, and the obtained white solid was washed with ethyl ether and filtrated to obtain the compound 1 (130 mg, 78%) (Srinivas et al., Bioorg. Med. Chem. Lett. 2004, 14, 4711-4717).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08367720B2
Source datasetuspto-grants-2013_02
ORD IDord-8b4b80bd476f494ea0edaec42d30e49b
Source noteuspto-grants-2013_02