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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1005545Generated: October 25, 2026

Sulfuric Acid → 5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl acetylcarbamate

https://huagongshe.com/reaction/1005545

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantAcetic AnhydrideHCID 7918—
ReactantTriethylamineHCID 8471—
Reactant(5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-yl)methanolHCID 473933—
Product5-(3,5-Dichlorophenylthio)-1-ethyl-4-isopropyl-1H-imidazol-2-ylmethyl acetylcarbamateHCID 47818835%

Reaction Conditions

Temperature110 °C

Reaction Steps

To a suspension of the compound 19 (77.6 mg, 0.200 mmol) in acetic anhydride (1 mL) was added conc. sulfuric acid (0.24 eq.), and heated with reflux at 110° C. for 1 hour. Triethylamine (0.1 mL) was added to the reaction mixture, and the mixture was concentrated under reduced pressure. The residue was purified by chromatography on a silica gel column (eluate: ethyl acetate) to give the compound 80 (31 mg, 35%) as crystals. Mp. 163-164° C. (hexane-ether) Rf 0.10 (1:2 EtOAc - hexane)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06054591
Source datasetuspto-grants-2000_04
ORD IDord-3fc16d5043d84235b8b744692a71e038
Source noteuspto-grants-2000_04