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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 521691Generated: October 30, 2026

6-Amino-3-chloropyridazine → 3-Amino-6-(2-ethylsulfanylphenyl)pyridazine

https://huagongshe.com/reaction/521691

Reaction equation

Participants

RoleNameHCIDCharge
Reactant6-Amino-3-chloropyridazineHCID 21643—
ReactantPotassium Phosphate, TribasicHCID 62657—
ReactantTricyclohexylphosphineHCID 75806—
Reactant2-(2-(Ethylthio)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolaneHCID 123787969—
SolventWaterHCID 962—
Solvent1,4-DioxaneHCID 31275—
Product3-Amino-6-(2-ethylsulfanylphenyl)pyridazineHCID 11803495674.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 700 mg of 3-amino-6-chloropyridazine, 1.42 g of 2-ethylsulfanylphenylboronic acid pinacol ester, 148 mg of tris(dibenzylideneacetone)dipalladiuim(0), 603 mg of tricyclohexylphosphine (18% toluene solution), 3.43 g of tripotassium phosphate, 4.5 ml of 1,4-dioxane and 1.5 ml of water was stirred at 100° C. for 3 hours. Water was added to the cooled reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, then dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The resulting residue was applied to a silica gel column chromatography to obtain 927 mg of 3-amino-6-(2-ethylsulfanylphenyl)pyridazine.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09328121B1
Source datasetuspto-grants-2016_05
ORD IDord-9bcf80ce135a45c687f4555af5eb4e18
Source noteuspto-grants-2016_05