Hydrogen iodide → HCID 90014635, Verbindung

HRID 626885Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 626885
[IH:1].Cl[C:3]1[N:8]=[C:7]([CH3:9])[CH:6]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[N:4]=1>C(Cl)Cl>[I:1][C:3]1[N:8]=[C:7]([CH3:9])[CH:6]=[C:5]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([F:19])([F:18])[F:17])=[CH:12][CH:11]=2)[N:4]=1

Komponenten

4

Edukt 2

HCID 24841Hydrogen iodideHCID 574686142-Chloro-4-methyl-6-(4-trifluoromethyl-phenyl)-pyrimidine

Produkt 1

HCID 90014635HCID 90014635, VerbindungAusbeute 85,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

Hydroiodic acid (57% in water, 9.68 mL, 73.41 mmol) was added portionwise to 2-chloro-4-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidine (which may be prepared as described in Description 11) (1.38 g, 5.06 mmol) in DCM (30 mL) at 20° C. and the dark mixture was stirred for 18 hrs. The mixture was quenched by the addition of sat. aq. K2CO3 (care: gas evolved). After basification, satd. aq. sodium metabisulphite was added and stirring was continued for 5 mins. The mixture was diluted with further DCM and the phases were separated. The organic layer was dried (Na2SO4) and the solvent evaporated to afford 2-iodo-4-methyl-6-[4-(trifluoromethyl)phenyl]pyrimidine (D12) (1.58 g, 4.34 mmol, 85.7% yield) a yellow solid, containing about 20% of the reduced H-compound.

Aufarbeitung

  1. customThe mixture was quenched by the addition of sat. aq. K2CO3 (care: gas evolved)
  2. additionaq. sodium metabisulphite was added
  3. stirringstirring
  4. waitwas continued for 5 mins
  5. additionThe mixture was diluted with further DCM
  6. customthe phases were separated
  7. dry with materialThe organic layer was dried (Na2SO4)
  8. customthe solvent evaporated

Quellen und Nachweise

ORD-Eintrag
ord-ae0078101b7e4cf59f239ea49d0a01d6
Quelldatensatz
uspto-grants-2016_04
Patentnummer
US09309254B2

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