Sulfamic Acid → [(2-Hydroxyethyl)phenylamino]-(4-trifluoromethylphenyl)acetonitrile

HRID 406369

Reaktionsgleichung

Reaktionsgleichung von HRID 406369
C[Si]([C:5]#[N:6])(C)C.[F:7][C:8]([F:18])([F:17])[C:9]1[CH:16]=[CH:15][C:12]([CH:13]=O)=[CH:11][CH:10]=1.[C:19]1([NH:25][CH2:26][CH2:27][OH:28])[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.S(=O)(=O)(O)N>>[OH:28][CH2:27][CH2:26][N:25]([CH:13]([C:12]1[CH:15]=[CH:16][C:9]([C:8]([F:18])([F:17])[F:7])=[CH:10][CH:11]=1)[C:5]#[N:6])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Komponenten

5

Edukt 4

HCID 5987Sulfamic AcidHCID 31235N-(2-Hydroxyethyl)anilineHCID 679964-(Trifluoromethyl)benzaldehydeHCID 82115Trimethylsilyl cyanide

Produkt 1

HCID 66618859[(2-Hydroxyethyl)phenylamino]-(4-trifluoromethylphenyl)acetonitrile

Versuchsvorschrift

Trimethylsilyl cyanide (723 μL) was added to a mixture of 4-(trifluoromethyl)benzaldehyde (CAS #455-19-6, 1 g), N-phenylethanolamine (870 mg) and sulfamic acid (28 mg), and the mixture was stirred at room temperature for 20 hours. The reaction solution was partitioned with water and chloroform. The organic layer was dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (elution solvent:heptane:ethyl acetate=9:1→1:1) to obtain 775 mg of the title compound. The property values of the compound are as follows.

Aufarbeitung

  1. customThe reaction solution was partitioned with water and chloroform
  2. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  3. concentrationThe organic layer was concentrated under reduced pressure
  4. customThe resulting residue was purified by silica gel column chromatography (elution solvent:heptane:ethyl acetate=9:1→1:1)

Quellen und Nachweise

ORD-Eintrag
ord-682aa993ee80448d9702b81dc8df3ece
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08754100B2

Verknüpfte Notizen

Wird geladen…