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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271703Generated: October 26, 2026

Water → 3-Chloro-6-(4-chlorophenyl)pyridazine

https://huagongshe.com/reaction/271703

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium CarbonateHCID 10340—
Reactant3,6-DichloropyridazineHCID 67331—
Reactantp-Chlorophenylboric acidHCID 17810664—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
Solvent1,4-DioxaneHCID 31275—
Product3-Chloro-6-(4-chlorophenyl)pyridazineHCID 12257502—

Reaction Conditions

Temperature110 °C

Reaction Steps

Under an argon atmosphere a solution of 11.3 g (70.5 mmol) 4-chlorophenylboric acid in 50 mL 1,4-dioxane is added to a solution of 10.8 g (70.5 mmol) 3,6-dichloropyridazine, 10 mL (20 mmol) of a 2 M Na2CO3 solution and 600 mg (0.73 mmol) Pd(dppf)Cl2 in 150 mL 1,4-dioxane at 110° C. over 2 h. The reaction mixture is stirred for 1 h at 110° C. 100 mL water are added and the aqueous phase is extracted with 100 mL EtOAc. The organic phase is dried over Na2SO4 and the solvent is eliminated i.vac. Purification is carried out by column chromatography on silica gel (cyc/EtOAc 4:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07452911B2
Source datasetuspto-grants-2008_11
ORD IDord-58f9c3b7b7de47869439a62f3987251e
Source noteuspto-grants-2008_11