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

HRID 270623Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 270623
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-cc177943ede343319750c72a1105e24b
Quelldatensatz
uspto-grants-2008_11
Patentnummer
US07449575B2

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