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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1937447Generated: October 31, 2026

Sodium Bicarbonate → 5-amino-1-[2,6-dichloro4-(trifluoromethyl)phenyl]-3-[(1,1-dimethoxy)ethyl]4-methylthio-1H-pyrazole

https://huagongshe.com/reaction/1937447

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
Reactantp-Toluenesulfonic acid monohydrateHCID 521998—
Reactant3-acetyl-5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylthio-1H-pyrazoleHCID 11783936—
ReactantOrthoformateHCID 21585117—
SolventMethanolHCID 887—
Product5-amino-1-[2,6-dichloro4-(trifluoromethyl)phenyl]-3-[(1,1-dimethoxy)ethyl]4-methylthio-1H-pyrazoleHCID 11059059—

Reaction Conditions

Temperature40 °C

Reaction Steps

A mixture of 2.0 g (0.0052 mole) of 3-acetyl-5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-methylthio-1H-pyrazole, 1.7 ml (0.0156 mole) of trinethyl orthoformate, 0.060 g (0.0003 mole) of para-toluenesulfonic acid monohydrate and 10 ml of methanol was heated at 40° C. for about 8 hours, then left 64 h at 20° C. The mixture was mixed with a saturated solution of NaHCO3, extracted with dichloromethane, and successively dried, filtered, evaporated, chromatographed on silica gel. 0.59 g of the title compound having a melting point of about 149° C. was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06395760B1
Source datasetuspto-grants-2002_05
ORD IDord-2ff09b5381de4107b485e13b8b5a6287
Source noteuspto-grants-2002_05