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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1441953Generated: November 4, 2026

Citric Acid → HCID 86605097, compound

https://huagongshe.com/reaction/1441953

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantMethanolHCID 887—
ReactantCarbon DisulfideHCID 6348—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 59165007HCID 59165007—
ProductHCID 86605097HCID 86605097—

Reaction Steps

To a solution of potassium hydroxide in methanol (1.0 M, 8.0 ml) was suspended 3-cyclohexylcarbonylamino-3-(tetrahydropyran-4-yl)-2-hydroxypropano hydrazide (prepared in step 5 in example 1; 2.0 g) and thereto were added methanol (16 ml) and carbon disulfide (0.46 ml) and the mixture was stirred for 3 hours at room temperature and followed by refluxing for 24 hours. The reaction mixture was poured into iced aqueous solution of citric acid and extracted with ethyl acetate. The organic layer was washed by water and brine successively, dried over magnesium sulfate and concentrated to give 5-(1-hydroxy-2-cyclohexyl carbonylamino-2-tetrahydropyran-4-ylethyl)-2-thioxo-1,3,4-oxadiazoline(2.41 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07655804B2
Source datasetuspto-grants-2010_02
ORD IDord-59573a26a9fe4249b944afbf7dbb9419
Source noteuspto-grants-2010_02