Methyl iodide → methyl N'-(4-cyanophenyl)carbamimidothioate

HRID 25043Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 25043
I[CH3:2].[C:3]([C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12]([NH2:14])=[S:13])=[CH:7][CH:6]=1)#[N:4]>CC(C)=O>[C:3]([C:5]1[CH:6]=[CH:7][C:8]([N:11]=[C:12]([S:13][CH3:2])[NH2:14])=[CH:9][CH:10]=1)#[N:4]

Komponenten

4

Edukt 2

HCID 6328Methyl iodideHCID 2757973(4-Cyanophenyl)thiourea

Produkt 1

HCID 13748458methyl N'-(4-cyanophenyl)carbamimidothioateAusbeute 84 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 180AcetoneLösungsmittel

Versuchsvorschrift

Iodomethane (1.76 ml) was added to 4-cyanophenyl-thiourea (5.0 g) in acetone (100 ml). The reaction mixture was stirred overnight at RT. The precipitate was filtered off, dried and dissolved in DCM. The organic solution was washed with NH3 (aq.) (excess), dried with potassium carbonate, filtered, and the solvent was evaporated, yielding 4.53 g (84%, white solid) of methyl N′-(4-cyanophenyl)-carbamimidothioate (intermediate 6).

Aufarbeitung

  1. filtrationThe precipitate was filtered off
  2. customdried
  3. dissolutiondissolved in DCM
  4. washThe organic solution was washed with NH3 (aq.) (excess)
  5. dry with materialdried with potassium carbonate
  6. filtrationfiltered
  7. customthe solvent was evaporated

Quellen und Nachweise

ORD-Eintrag
ord-d5e7066c8825462298cfd234519deab5
Quelldatensatz
uspto-grants-2005_02
Patentnummer
US06858609B2

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