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Methyl iodide → HCID 1704453, Verbindung

HRID 527252
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 527252
[C:1](#[N:5])[CH2:2][C:3]#[N:4].[C:6]1([N:12]=[C:13]=[S:14])[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.[CH3:15]I>CN(C=O)C>[CH3:15][S:14][C:13]([NH:12][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[C:2]([C:1]#[N:5])[C:3]#[N:4]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 6328Methyl iodideHCID 7673Phenyl IsothiocyanateHCID 8010Malononitrile

Produkt 1

HCID 1704453HCID 1704453, VerbindungAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

To a solution of malononitrile (1.0 g, 15.14 mmol) in DMF 20 mL was added TEA (2.099 mL, 15.14 mmol). After the mixture was stirred at room temperature for 5 min, phenylisothiocynate (2.047 g, 15.14 mmol) was added dropwise to the mixture. The reaction mixture was stirred at room temperature for 30 min. After the reaction was complete as determined by TLC, methyl iodide (2.149 g, 15.14 mmol) was added and the reaction mixture was stirred at room temperature for 1 hr, at which time the reaction was complete as determined by TLC. The reaction mixture was poured into 100 mL ice water. The resulting precipitate was filtered and dried in an oven overnight to give compound 6 (3.226 g, 98.2% yield, 97.4% purity) as a light yellow solid.

Aufarbeitung

  1. stirringThe reaction mixture was stirred at room temperature for 30 min
  2. additionwas added
  3. stirringthe reaction mixture was stirred at room temperature for 1 hr, at which time the reaction
  4. filtrationThe resulting precipitate was filtered
  5. customdried in an oven overnight

Quellen und Nachweise

ORD-Eintrag
ord-fcdb4ff728074f9f8c25e260312e43c8
Quelldatensatz
uspto-grants-2016_05
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09346792B2

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