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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 369899Generated: October 30, 2026

Water → HCID 53911951, compound

https://huagongshe.com/reaction/369899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
ReactantHCID 54129727HCID 54129727—
CatalystHCID 178418390HCID 178418390—
SolventMethanolHCID 887—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 53911951HCID 5391195123.7%

Reaction Steps

2-{3-Allyloxy-4-[3-(1-piperidinyl)carbonylacryloyl]phenoxymethylcarbonylamino}benzothiazole (0.55 g) is dissolved in methanol (70 ml) and dioxane (40 ml), and thereto are added 10% palladium-carbon (0.15 g), p-toluenesulfonic acid monohydrate (70 mg) and water (3 ml). The mixture is subjected to deaeration, and the mixture is refluxed under nitrogen atmosphere overnight. The mixture is filtered through a cerite pad, and to the filtrate is added water-methylene chloride, and the mixture is separated, and dried over sodium sulfate. The residue is crystallized from ethanol-methylene chloride, and recrystallized from dimethylformamide-ethanol to give 2-{3-hydroxy-4-[3-(1-piperidinyl)carbonylacryloyl]phenoxymethylcarbonylamino}benzothiazole (120 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06140330
Source datasetuspto-grants-2000_10
ORD IDord-b6f01b80dec144fc9286aa9d2437c931
Source noteuspto-grants-2000_10