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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 990741Generated: October 30, 2026

Water → 1-(3,5-Dichloro-1-methylpyrazol-4-yl)-2-{2-(1-methylcyclohexan-1-yl)-thiazol-4-yl}-2-diethylphosphonoethanone

https://huagongshe.com/reaction/990741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3,5-Dichloro-1-methylpyrazole-4-carbonyl chlorideHCID 22169499—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantDiethyl {2-(1-methylcyclohexan-1-yl)-thiazol-4-yl}methylphosphonateHCID 54149683—
SolventTetrahydrofuranHCID 8028—
Product1-(3,5-Dichloro-1-methylpyrazol-4-yl)-2-{2-(1-methylcyclohexan-1-yl)-thiazol-4-yl}-2-diethylphosphonoethanoneHCID 5366195619.7%

Reaction Steps

0.85 g (4 mmols) of 3,5-dichloro-1-methylpyrazole-4-carboxylic acid chloride and 1.32 g (4 mmols) of diethyl {2-(1-methylcyclohexan-1-yl)-thiazol-4-yl}methylphosphonate were dissolved in 15 ml of dry tetrahydrofuran, and 1.12 g (10 mmols) of potassium t-butoxide was added thereto at room temperature. The reaction mixture was stirred for 1 hour at room temperature, and 20 ml of water was added thereto, and extracted with ethyl acetate. The organic layer was washed with water and saturated saline, and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified through silica gel column chromatography to obtain 0.4 g of the intended 1-(3,5-dichloro-1-methylpyrazol-4-yl)-2-{2-(1-methylcyclohexan-1-yl)-thiazol-4-yl}-2-diethylphosphonoethanone.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06462049B1
Source datasetuspto-grants-2002_10
ORD IDord-3ecf0ca0a391428fbe6d8720619d4fd1
Source noteuspto-grants-2002_10