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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1975977Generated: October 31, 2026

Acetic Acid → HCID 135815317, compound

https://huagongshe.com/reaction/1975977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantPotassium HydroxideHCID 14797—
Reactant6-Iodoquinazolin-4-oneHCID 135401666—
CatalystTetrabutylammonium IodideHCID 67553—
CatalystTetrakis(triphenylphosphine)palladiumHCID 11979704—
SolventTetrahydrofuranHCID 8028—
ProductHCID 135815317HCID 13581531739%

Reaction Steps

6-Iodo-3H-quinazolin-4-one (4.0 gm, 14.7 mmol), 3-diethylborate pyridine (1.72 gm, 11.75), potassium hydroxide (2.63 gm, 46.95 mmol), tetrabutyl ammonium iodide (2.16 gm, 5.87 mmol) and tetrakis[triphenyl-phosphine] palladium (680 mg, 0.586 mmol) were combined in 70 mL of anhydrous THF and refluxed for 24 hours. The reaction was neutralized with 1.83 mL of acetic acid and filtered product off as a black precipitate. The precipitate was washed with water and THF and then chromatographed on silica gel using 1% pyridine/5% MeCH/CH2Cl2. 1.29 gm (39%) of a pale yellow solid product was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06225318B1
Source datasetuspto-grants-2001_05
ORD IDord-816e17165c934a6b903ecc22f364b58c
Source noteuspto-grants-2001_05