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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 429262Generated: October 29, 2026

Dimethylformamide dimethyl acetal → 1-(2,6-Dichloro-4-trifluoromethylphenyl)-5-dimethylaminomethylideneamino-3-(1,2,4-oxadiazol-3-yl)-4-trifluoromethylsulfinylpyrazole

https://huagongshe.com/reaction/429262

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamide dimethyl acetalHCID 78373—
Reactant5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(1,2,4-oxadiazol-3-yl)-4-trifluoromethylsulfinylpyrazoleHCID 18354771—
SolventTolueneHCID 1140—
Product1-(2,6-Dichloro-4-trifluoromethylphenyl)-5-dimethylaminomethylideneamino-3-(1,2,4-oxadiazol-3-yl)-4-trifluoromethylsulfinylpyrazoleHCID 5706744762.5%

Reaction Steps

5-Amino-1-(2,6-dichloro-4-trifluoromethylphenyl)-3-(1,2,4-oxadiazol-3-yl)-4-trifluoromethylsulfinylpyraz ole (500 mg, 1.04 mmol) and N,N-dimethylformamide dimethylacetal (90%) (280 mg, 2.12 mmol) were suspended in 20 ml of dry toluene. The resulting suspension was stirred with heating under reflux for 5 hours. The reaction mixture was cooled to room temperature and then concentrated under reduced pressure. The residue was dissolved in 50 ml of toluene and then concentrated again under reduced pressure. The resulting concentrated residue was purified by subjecting to silica gel preparative TLC [developing solvent: mixed solvent of hexane and ethyl acetate (volume ratio=3:1)] to obtain 350 mg (0.65 mmol) of the title compound as a colorless crystal. Yield 62.5%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06316477B1
Source datasetuspto-grants-2001_11
ORD IDord-341baba2ea4a441a8f93575ea472e991
Source noteuspto-grants-2001_11