Potassium Carbonate → HCID 16782287, Verbindung

HRID 230792

Reaktionsgleichung

Reaktionsgleichung von HRID 230792
[SH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.Cl.Cl[CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C.O>[N:15]1[CH:16]=[CH:17][CH:18]=[CH:19][C:14]=1[CH2:13][S:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 23392Picolyl chloride hydrochlorideHCID 957384-Mercaptobenzoic acid

Produkt 1

HCID 16782287HCID 16782287, VerbindungAusbeute 40,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 19096565Water ethanolLösungsmittel

Versuchsvorschrift

An ethanol/water mixed solution (2/1, 60 mL) of 4-mercaptobenzenecarboxylic acid (1.0 g), 2-chloromethylpyridine hydrochloride (2.1 g) and potassium carbonate (4.5 g) was heated under reflux for 4 hours. The organic solvent was evaporated off under reduced pressure, and aqueous 5 N hydrochloric acid solution was added to the residue until it became acidic. Water was evaporated off under reduced pressure, and DMF was added to the resulting residue and filtered. The filtrate was concentrated under reduced pressure, and the resulting residue was purified through silica gel column chromatography (chloroform/methanol=9/1 to 4/1) to obtain the entitled compound (650 mg).

Aufarbeitung

  1. temperatureunder reflux for 4 hours
  2. customThe organic solvent was evaporated off under reduced pressure, and aqueous 5 N hydrochloric acid solution
  3. additionwas added to the residue until it
  4. customWater was evaporated off under reduced pressure, and DMF
  5. additionwas added to the resulting residue
  6. filtrationfiltered
  7. concentrationThe filtrate was concentrated under reduced pressure
  8. customthe resulting residue was purified through silica gel column chromatography (chloroform/methanol=9/1 to 4/1)

Quellen und Nachweise

ORD-Eintrag
ord-e616d6cef73c4db7ba90b40ae60674af
Quelldatensatz
uspto-grants-2009_07
Patentnummer
US07566781B2

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