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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624656Generated: October 25, 2026

Acetic Acid → 2-(((1,1,1-Trifluoro-2-methylpropan-2-yl)amino)methylene)-succinonitrile

https://huagongshe.com/reaction/624656

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantEthyl formateHCID 8025—
ReactantSuccinonitrileHCID 8062—
ReactantSodium MethoxideHCID 10942334—
Reactant1,1,1-Trifluoro-2-methylpropan-2-amineHCID 11275188—
SolventTolueneHCID 1140—
Product2-(((1,1,1-Trifluoro-2-methylpropan-2-yl)amino)methylene)-succinonitrileHCID 90023004—

Reaction Steps

A solution of ethyl formate (330 mg, 4.46 mmol) and succinonitrile (300 mg, 3.75 mmol) in toluene (1561 μl) was added dropwise to a suspension of sodium methanolate (215 mg, 3.97 mmol) in toluene (1561 μl) at 0° C. After being stirred at RT for 3 h, the reaction mixture was treated with 1,1,1-trifluoro-2-methylpropan-2-amine (486 mg, 3.82 mmol) and acetic acid (255 μl, 4.46 mmol) then heated at 120° C. for 3 h. After being cooled to RT, the reaction mixture was washed with brine, then dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the title compound as a brown oil, which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303045B2
Source datasetuspto-grants-2016_04
ORD IDord-6830fa9bd52c4e4f868e2f2c20af2d0b
Source noteuspto-grants-2016_04