Acetamide → 2,6-Xylyl isothiocyanate

HRID 65474

Reaktionsgleichung

Reaktionsgleichung von HRID 65474
[C:1]([NH2:4])(=O)[CH3:2].[H-].[Na+].[H][H].[C:9](=[S:11])=S.[CH3:12]N(C)C(=O)C.[CH:18]1[CH:23]=[CH:22]C=[CH:20][CH:19]=1>CN(C)C(=O)C.C1(C)C=CC=CC=1.O1CCCC1>[CH3:12][C:2]1[CH:20]=[CH:19][CH:18]=[C:23]([CH3:22])[C:1]=1[N:4]=[C:9]=[S:11]

Komponenten

8

Edukt 5

HCID 178AcetamideHCID 6348Carbon DisulfideHCID 24758Sodium hydrideHCID 21705219N,N-Dimethylacetamide--benzene (1/1)HCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 879762,6-Xylyl isothiocyanate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8028TetrahydrofuranLösungsmittelHCID 66603805toluene N,N-dimethylacetamideLösungsmittel

Versuchsvorschrift

Briefly, this preparation involves first adding the acetamide to a suspension of sodium hydride in an organic solvent, preferably a N,N-dimethylacetamide/benzene solvent system. The cessation of hydrogen indicates completion of the reaction after which the reaction mixture is cooled and carbon disulfide added slowly. When tetrahydrofuran is the solvent employed, a reaction time of approximately 1.5 hours is required to provide yields in excess of 80 percent while when a mixture of N,N-dimethylacetamide/toluene is used, yields in excess of 80 percent are obtained in approximately 20 minutes.

Aufarbeitung

  1. customcompletion of the reaction after which the reaction mixture
  2. temperatureis cooled
  3. customa reaction time of approximately 1.5 hours
  4. customto provide
  5. customyields in excess of 80 percent while when
  6. customyields in excess of 80 percent
  7. customare obtained in approximately 20 minutes

Quellen und Nachweise

ORD-Eintrag
ord-69321b9344924861a5eab92e23c20ff5
Quelldatensatz
uspto-grants-1986_09
Patentnummer
US04614798

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