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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 492507Generated: October 31, 2026

Toluene → HCID 68749464, compound

https://huagongshe.com/reaction/492507

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4'-HydroxyacetophenoneHCID 7469—
ReactantPotassium CarbonateHCID 11430—
Reactant6-ChloronicotinamideHCID 80456—
SolventDimethylformamideHCID 6228—
ProductHCID 68749464HCID 6874946420%

Reaction Steps

4-Hydroxyacetophenone (1 equiv), 6-chloronicotinamide (1 equiv) and K2CO3 (1.4 equiv) in anhydrous DMF (0.4 M) was heated at 150° C. under nitrogen during 2.5 days. After cooling down to room temperature, toluene was added and solvents were evaporated. The residue was partitioned in water/EtOAc. The aqueous layer was thoroughly extracted with EtOAc. The combined organic layer was dried over Na2SO4, filtered and concentrated under vacuum (toluene was added to aid DMF evaporation). The crude mixture was purified by flash chromatography using EtOAc/CH2Cl2/2 M NH3 in MeOH (12:7:1) as eluent in 20% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07531557B2
Source datasetuspto-grants-2009_05
ORD IDord-4278441e37854080a5792c2f0e35bc8d
Source noteuspto-grants-2009_05