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

HRID 624656

Reaktionsgleichung

Reaktionsgleichung von HRID 624656
[CH:1](OCC)=O.[C:6](#[N:11])[CH2:7][CH2:8][C:9]#[N:10].C[O-].[Na+].[F:15][C:16]([F:22])([F:21])[C:17]([CH3:20])([NH2:19])[CH3:18].C(O)(=O)C>C1(C)C=CC=CC=1>[F:15][C:16]([F:22])([F:21])[C:17]([NH:19][CH:1]=[C:8]([CH2:7][C:6]#[N:11])[C:9]#[N:10])([CH3:20])[CH3:18]

Komponenten

7

Edukt 5

HCID 176Acetic AcidHCID 8025Ethyl formateHCID 8062SuccinonitrileHCID 10942334Sodium MethoxideHCID 112751881,1,1-Trifluoro-2-methylpropan-2-amine

Produkt 1

HCID 900230042-(((1,1,1-Trifluoro-2-methylpropan-2-yl)amino)methylene)-succinonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel2×

Versuchsvorschrift

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.

Aufarbeitung

  1. temperaturethen heated at 120° C. for 3 h
  2. temperatureAfter being cooled to RT
  3. washthe reaction mixture was washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-6830fa9bd52c4e4f868e2f2c20af2d0b
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09303045B2

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