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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847439Generated: October 25, 2026

2-Chlorotoluene → Mepronil

https://huagongshe.com/reaction/847439

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorotolueneHCID 7238—
ReactantSodium CarbonateHCID 10340—
Reactant1,4-Bis(diphenylphosphino)butaneHCID 82124—
Reactant3-(Propan-2-yloxy)anilineHCID 573220—
ReactantHCID 178418416HCID 178418416—
CatalystPalladium ChlorideHCID 24290—
ProductMepronilHCID 4163248.7%

Reaction Steps

In an autoclave made of a metal were placed 12.7 g of ortho-chlorotoluene, 3 g of meta-isopropoxyaniline, 17.7 mg of palladium chloride, 426 mg of 1,4-bisdiphenylphosphinobutane and 23 g of sodium carbonate. The air in the autoclave was replaced with carbon monoxide introduced thereinto in several times, after which carbon monoxide was further introduced to adjust its pressure therein to 30 kg/cm2. The internal temperature was adjusted to 200° C. on a salt bath and the reaction was carried out thereon with stirring for 5 hours. After completion of the reaction, the reaction mixture was cooled to room temperature and washed with water. Subsequently, the organic layer was separated, concentrated, and then recrystallized from ethyl acetate-hexane to obtain 2.6 g of 3'-isopropoxy-2-toluanilide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05142057
Source datasetuspto-grants-1992_08
ORD IDord-81bb1e42211c462193f358be22cb9a7e
Source noteuspto-grants-1992_08