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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1039587Generated: November 2, 2026

Cyclohexanone → HCID 178424441, compound

https://huagongshe.com/reaction/1039587

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexanoneHCID 7967—
Reactant2-Cyclopropyl-6-methylphenolHCID 22939951—
ReactantSodium 2-cyclopropyl-6-methylphenoxideHCID 68107637—
ReactantHCID 178516198HCID 178516198—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
ProductHCID 178424441HCID 17842444160.2%

Reaction Steps

To a mixture of 27.4 g (purity: 92.9%; 149 mmol) of sodium 2-cyclopropyl-6-methylphenoxide and 12.5 g of cyclohexanone was added 2.5 g (purity: 98.5%; 14.9 mmol) of 4-hydroxy-3,6-dichloropyridazine at room temperature. Then, the resultant mixture was heated from room temperature to 140° C. to effect a reaction for 7 hours. After completion of the reaction, the reaction mixture was cooled to room temperature, and 120 g of pure water and 100 g of toluene were added to the cooled mixture, and stirred for 30 minutes, and an organic phase containing 2-cyclopropyl-6-methylphenol added in an excess amount was separated. Then, the resultant aqueous phase containing a sodium salt of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol was quantitatively determined by an HPLC internal standard analysis method, which showed that 2.48 g of 6-chloro-3-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (yield: 60.2%) and 16 mg of 3-chloro-6-(2-cyclopropyl-6-methylphenoxy)-4-pyridazinol (yield: 0.4%) were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08552182B2
Source datasetuspto-grants-2013_10
ORD IDord-433ee75bac304daa9c7e56ff73a6cb35
Source noteuspto-grants-2013_10