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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 723780Generated: November 4, 2026

Methylethylenethiourea → (5R)-3-(4-(3,6-Dihydro-2H-pyran-4-yl)-3-fluorophenyl)-5-(3-methyl-2-thioxo-2,3-dihydroimidazol-1-ylmethyl)oxazolidin-2-one

https://huagongshe.com/reaction/723780

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylethylenethioureaHCID 2733224—
Reactant5(R)-methanesulfonyloxymethyl 3-(4-[3,6-dihydro-(2H)-pyran-4-yl]-3-fluorophenyl)oxazolidin-2-oneHCID 21356676—
Product(5R)-3-(4-(3,6-Dihydro-2H-pyran-4-yl)-3-fluorophenyl)-5-(3-methyl-2-thioxo-2,3-dihydroimidazol-1-ylmethyl)oxazolidin-2-oneHCID 865902369.2%

Reaction Steps

Essentially the procedure of Example 37 was used, but starting with (5R)-3-(4-(3,6-dihydro-2H-pyran-4-yl)-3-fluorophenyl)-5-methanesulfonyloxymethyloxazolidin-2-one (300 mg, 0.81 mM), and 1-methylimidazolidin-2-thione (100 mg, 0.88 mM) and heating the reaction at 60° for 1.5 hours. Chromatography on two columns gave the desired product (29 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07141583B2
Source datasetuspto-grants-2006_11
ORD IDord-1f003cb055a749f39526407e422ec0d1
Source noteuspto-grants-2006_11