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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2308Generated: October 25, 2026

Ethylene Glycol → 4-tert-butyl-N-[6-(2-hydroxyethoxy)pyrimidin-4-yl)benzenesulfonamide

https://huagongshe.com/reaction/2308

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantHydrochloric AcidHCID 313—
ReactantSodium hydrideHCID 24758—
Reactant4-tert-butyl-N-(6-chloropyrimidin-4-yl)benzenesulfonamideHCID 10871078—
Product4-tert-butyl-N-[6-(2-hydroxyethoxy)pyrimidin-4-yl)benzenesulfonamideHCID 11783102—

Reaction Conditions

Temperature60 °C

Reaction Steps

To ethylene glycol (20 ml) is added sodium hydride (60% dispersion-type, 1.03 g), and thereto is added 4-tert-butyl-N-(6-chloropyrimidin-4-yl)benzenesulfonamide (1.66 g). The mixture is stirred at 60° C. for 20 hours. After cooling, the mixture is acidified with 10% hydrochloric acid, and extracted with ethyl acetate. The ethyl acetate layer is washed, dried, and evaporated to remove the solvent. The residue is crystallized from ethyl acetate to give 4-tert-butyl-N-{6-(2-hydroxyethoxy)pyrimidin-4-yl}benzenesulfonamide (1.58 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05728706
Source datasetuspto-grants-1998_03
ORD IDord-a389d63ceeae4459863ae17f76d2bba8
Source noteuspto-grants-1998_03