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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1681132Generated: November 3, 2026

Sodium hydride → 2-tert.-butyl-4-chloro-5-[4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-benzyloxy]-3(2H)-pyridazinone

https://huagongshe.com/reaction/1681132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant2-Tert-butyl-4,5-dichloro-2,3-dihydropyridazin-3-oneHCID 2782225—
Reactant4-[1,1,2-Trifluoro-2-(trifluoromethoxy)ethoxy]benzyl alcoholHCID 54115502—
SolventDiethyl EtherHCID 3283—
SolventDimethylformamideHCID 6228—
Product2-tert.-butyl-4-chloro-5-[4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-benzyloxy]-3(2H)-pyridazinoneHCID 1980720368.5%

Reaction Steps

1.16 g of 4-(1,1,2-trifluoro-2-trifluoromethoxy-ethoxy)-benzyl alcohol (Example 3) and, 15 minutes later, 0.95 g of 2-tert.-butyl-4,5-dichloro-3(2H)-pyridazinone are added to a suspension of 0.2 g of sodium hydride at 50% in 10 cc of dimethylformamide. The resulting reaction mixture is stirred for 1 hour at room temperature, is diluted with ether, is washed with diluted HCl and brine; the washed solution is thoroughly dehydrated, the solvent is evaporated off and the so obtained raw reaction product is chromatographed on silica gel with 9/1 hexane/ethyl acetate. 1.3 g of pure product is obtained. Melting point 68°-69° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05169848
Source datasetuspto-grants-1992_12
ORD IDord-dc4ec62d973740c0b584fd6888ff7d19
Source noteuspto-grants-1992_12