Water → HCID 86640273, Verbindung

HRID 2092504Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2092504
[NH2:1][C:2]1[CH:3]=[C:4]([C:8]([F:13])([CH3:12])[C:9]([O-:11])=[O:10])[CH:5]=[CH:6][CH:7]=1.OS(O)(=O)=O.[S-:19][C:20]#[N:21].[Na+].O.[C:24]1(C)C=CC=CC=1>CCCCCC>[NH2:21][C:20]([NH:1][C:2]1[CH:3]=[C:4]([C:8]([F:13])([CH3:12])[C:9]([O:11][CH3:24])=[O:10])[CH:5]=[CH:6][CH:7]=1)=[S:19]

Komponenten

7

Edukt 5

HCID 962WaterHCID 1118Sulfuric AcidHCID 1140TolueneHCID 516871Sodium thiocyanateHCID 86640274HCID 86640274, Verbindung

Produkt 1

HCID 86640273HCID 86640273, VerbindungAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

To a solution of 2-(3-aminophenyl)-2-fluoropropanoate (0.8 g, 4.1 mmol) in toluene (6 ml), H2SO4 (0.1 mL, 2.0 mmol) was added and, after stirring for 20 min, sodium thiocyanate (0.405 g, 5.0 mmol) was added under vigorous stirring. The mixture was refluxed for 18 h. After cooling at room temperature, water (20 ml) was added and the mixture was trasferred into a separator funnel; the two phases were debated and separated and the aqueous one extracted with toluene (3×10 mL); the collected organic extracts were dried over Na2SO4 and evaporated under vacuum to give a crude that, after pulping in n-hexane, afforded pure methyl 2-{3-[(aminocarbonothioyl)amino]phenyl}-2-fluoropropanoate as orange oil (0.84 g, yield 80%).

Aufarbeitung

  1. temperatureThe mixture was refluxed for 18 h
  2. customthe mixture was trasferred into a separator funnel
  3. customseparated
  4. extractionthe aqueous one extracted with toluene (3×10 mL)
  5. dry with materialthe collected organic extracts were dried over Na2SO4
  6. customevaporated under vacuum
  7. customto give a crude that,

Quellen und Nachweise

ORD-Eintrag
ord-b84a526a472043fbb54f7f9a03989e70
Quelldatensatz
uspto-grants-2013_05
Patentnummer
US08440711B2

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