Potassium Carbonate → 3-((4-methyl-4H-1,2,4-triazol-3-yl)sulphanyl)propan-1-ol

HRID 454207

Reaktionsgleichung

Reaktionsgleichung von HRID 454207
[CH3:1][N:2]1[CH:6]=[N:5][N:4]=[C:3]1[SH:7].Br[CH2:9][CH2:10][CH2:11][OH:12].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:1][N:2]1[CH:6]=[N:5][N:4]=[C:3]1[S:7][CH2:9][CH2:10][CH2:11][OH:12]

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 123083-Bromo-1-propanolHCID 178481306HCID 178481306, Verbindung

Produkt 1

HCID 220306083-((4-methyl-4H-1,2,4-triazol-3-yl)sulphanyl)propan-1-olAusbeute 30 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

A solution of 4-methyl-4-H-1,2,4-triazole-3-thiol (1.72 g, 15 mmol) and 3-bromopropan-1-ol (1.39 g, 10 mmol) in DMF (10 ml) containing potassium carbonate (1.57 g, 14 mmol) was heated at 40° C. for 30 minutes. The mixture was then partitioned between saturated ammonium chloride and ethyl acetate. The aqueous layer was evaporated to dryness and the residue was triturated with ethyl acetate and methylene chloride. The suspension was filtered and the filtrate was dried (MgSO4) and evaporated. The residue was purified by column chromatography eluting with methylene chloride/methanol (9/1) to give 3-((4-methyl-4H-1,2,4-triazol-3-yl)sulphanyl)propan-1-ol (510 mg, 30%).

Aufarbeitung

  1. customThe mixture was then partitioned between saturated ammonium chloride and ethyl acetate
  2. customThe aqueous layer was evaporated to dryness
  3. customthe residue was triturated with ethyl acetate and methylene chloride
  4. filtrationThe suspension was filtered
  5. dry with materialthe filtrate was dried (MgSO4)
  6. customevaporated
  7. customThe residue was purified by column chromatography
  8. washeluting with methylene chloride/methanol (9/1)

Quellen und Nachweise

ORD-Eintrag
ord-d92db9b5f22e4efca70f456c2c93d6b2
Quelldatensatz
uspto-grants-2013_07
Patentnummer
US08492560B2

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