Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167297Generated: November 3, 2026

Sodium hydride → HCID 58506482, compound

https://huagongshe.com/reaction/2167297

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2,3-DihydroxybenzonitrileHCID 3017820—
ReactantHCID 11076628HCID 11076628—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 58506482HCID 5850648234.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 2,3-dihydroxybenzonitrile (13.5 g, 1 eq.) in DMSO (200 mL) was added NaH (60%, 8 g, 2eq.) and the resulting solution was stirred for 1 h at 60° C. 2-(2-Methoxyethoxy)ethyl 4-methylbenzenesulfonate (20 g, 0.7eq.) in DMSO (100 mL) was added dropwise at 60° C. and stirring was continued for another 1 h. The reaction was quenched by NH4Cl (sat.), the mixture was extracted with EtOAc (300 mL×3) and the combined organic layers were dried over Na2SO4. The solvent was evaporated and the residue was purified by silicon column (EtOAc/PE=1/1) to give the title compound (6 g, 25%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045440B2
Source datasetuspto-grants-2015_06
ORD IDord-936ad2804655424898594371297763c0
Source noteuspto-grants-2015_06