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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 539950Generated: October 31, 2026

Dabco → HCID 19866619, compound

https://huagongshe.com/reaction/539950

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDabcoHCID 9237—
ReactantDimethylthiocarbamoyl chlorideHCID 27871—
ReactantBenzoic acid, 2-hydroxy-4-methyl-, methyl esterHCID 78400—
SolventDimethylformamideHCID 6228—
ProductHCID 19866619HCID 1986661982.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of methyl 2-hydroxy-4-methylbenzoate (109 g, 657.2 mmol) and 1,4-diazabicyclo[2.2.2]octane (147.4 g, 1314.4 mmol) in N,N-dimethylformamide (300 mL) was added a solution of N,N-dimethylcarbamothioyl chloride (97.5 g, 788.6 mmol) in N,N-dimethylformamide (100 mL) at room temperature. After being heated at 60° C. for 4 hours, the mixture was cooled and poured onto ice. The formed precipitate was collected by filtration, washed with water (300 mL×3) and dried in vacuo to afford 137 g of methyl 2-[(dimethylcarbamothioyl)oxy]-4-methylbenzoate as an off-white solid (yield was 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871756B2
Source datasetuspto-grants-2014_10
ORD IDord-b1dacbc56b944ee29df2a43315996909
Source noteuspto-grants-2014_10