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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1091679Generated: October 27, 2026

1,1,1-Trifluoro-5,5-dimethyl-2,4-hexanedione → 2-[Benzothiazol-2(3H)-ylidene]-2-[4-tert-butyl-6-(trifluoromethyl)pyrimidin-2-yl]acetonitrile

https://huagongshe.com/reaction/1091679

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,1,1-Trifluoro-5,5-dimethyl-2,4-hexanedioneHCID 89830—
ReactantSodium ethoxideHCID 2723922—
Reactant2-[benzothiazol-2(3H)-ylidene]-2-cyanoacetamidineHCID 136381425—
SolventDimethyl SulfoxideHCID 679—
SolventEthyl AcetateHCID 8857—
Product2-[Benzothiazol-2(3H)-ylidene]-2-[4-tert-butyl-6-(trifluoromethyl)pyrimidin-2-yl]acetonitrileHCID 66593371—

Reaction Conditions

Temperature180 °C

Reaction Steps

2-[Benzothiazol-2(3H)-ylidene]-2-cyanoacetamidine (0.2 g, 0.92 mmol) was dissolved in dimethylsulfoxide (1 mL), and 1,1,1-trifluoro-5,5,-dimethyl-2,4-hexanedione (320 μL, 1.84 mmol) and sodium ethoxide (0.6 mL of 21 wt % solution in ethanol, 1.84 mmol) were added. The solution was heated to 180° C. under microwave irradiation for 20 min, dissolved in EA, and washed with 1N hydrochloric acid and then water. Removal of the solvent gave 2-[benzothiazol-2(3H)-ylidene]-2-[4-tert-butyl-6-(trifluoromethyl)pyrimidin-2-yl]acetonitrile as a beige solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129396B2
Source datasetuspto-grants-2012_03
ORD IDord-b98b75ea0af643d68097ea05af594a11
Source noteuspto-grants-2012_03