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Ammonium thiocyanate → HCID 22908151, Verbindung

HRID 1379802
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1379802
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1)#[N:2].[S-:12][C:13]#[N:14].[NH4+:15]>CC(C)=O>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([NH:14][C:13]([NH:15][CH2:10][CH2:11][CH2:3][CH2:4][CH2:5][CH3:6])=[S:12])=[O:8])=[CH:5][CH:4]=1)#[N:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 15666Ammonium thiocyanateHCID 801724-Cyanobenzoyl chloride

Produkt 1

HCID 22908151HCID 22908151, VerbindungAusbeute 146,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

4-Cyanobenzoyl chloride (12.5 g) was added to a solution of ammonium thiocyanate (5.8 g) in acetone (125 ml) at room temperature, followed by heating under reflux for 15 minutes. The reaction mixture was ice-cooled, and after removal of the insoluble substance by filtration, the filtrate was evaporated under reduced pressure. To the resulting residue were added toluene (125 ml) and n-hexylamine (11 ml) successively, followed by stirring for 16 hours. The reaction mixture was concentrated under reduced pressure, and the residue was chromatographed on silica gel column (ethyl acetate:methylene chloride=4:96) to give 1-(4-cyanobenzoyl)-3-n-hexylthiourea (16 g).

Aufarbeitung

  1. temperatureby heating
  2. temperatureunder reflux for 15 minutes
  3. temperaturecooled
  4. customafter removal of the insoluble substance
  5. filtrationby filtration
  6. customthe filtrate was evaporated under reduced pressure
  7. additionTo the resulting residue were added toluene (125 ml) and n-hexylamine (11 ml) successively
  8. concentrationThe reaction mixture was concentrated under reduced pressure
  9. customthe residue was chromatographed on silica gel column (ethyl acetate:methylene chloride=4:96)

Quellen und Nachweise

ORD-Eintrag
ord-f736450e2b1a408daa200f72a8278b7c
Quelldatensatz
uspto-grants-1997_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05672712

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