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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1977417Generated: October 31, 2026

Dimethylformamide → HCID 11035529, compound

https://huagongshe.com/reaction/1977417

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantCesium carbonateHCID 10796—
ReactantMethyl ThioglycolateHCID 16907—
Reactant1-(p-Hydroxyphenyl)imidazoleHCID 82315—
ReactantPotassium tert-butoxideHCID 23665647—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 11035529HCID 11035529—

Reaction Conditions

Temperature0 °C

Reaction Steps

Example 17A (0.88 g, 5 mmol) in THF (15 mL) and DMF (5 mL) was treated with 4-(1-imidazolyl)phenol and potassium t-butoxide (1 N in THF, 5.0 mL, 5 mmol) at 70° C. for 4 hours, then cooled to 0° C., added methyl thioglycolate (0.4 mL, 5 mmol) and cesium carbonate (1.62 g, 5 mmol) then refluxed for 1 hour. The reaction was poured into water, diluted with brine and extracted with ethyl acetate. The ethyl acetate was then washed with 1 N NaOH (2×20 mL), then brine (3×20 mL), dried (MgSO4) to give the titled compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06232320B1
Source datasetuspto-grants-2001_05
ORD IDord-2952c69d982f43e4b19ba1eb0af5b218
Source noteuspto-grants-2001_05