Chlorosulfonic acid → 2-Oxazol-5-YL-benzenesulfonyl chloride

HRID 29522Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 29522
[C:1]1([C:7]2[O:11][CH:10]=[N:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Cl:12][S:13](O)(=[O:15])=[O:14]>C(Cl)(Cl)Cl>[O:11]1[C:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][C:6]=2[S:13]([Cl:12])(=[O:15])=[O:14])=[CH:8][N:9]=[CH:10]1

Komponenten

4

Edukt 2

HCID 24638Chlorosulfonic acidHCID 5893115-Phenyl oxazole

Produkt 1

HCID 552794732-Oxazol-5-YL-benzenesulfonyl chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

5-Phenyloxazole (2.0 g, mmol) in chloroform (50 ml) was cooled to 0° C. using an ice bath. Chlorosulfonic acid 4.8 g (2.7 ml, 3 eq) of was added slowly with stirring. The reaction mixture was heated to 70° C. for 16 h. The reaction mixture was then cooled to RT, quenched with ice and extracted with chloroform. The organic layer was washed with cold water, brine and concentrated. The brown solid obtained was purified by column chromatography using 5% ethyl acetate in pet ether as eluent, to yield a yellow solid.

Aufarbeitung

  1. temperatureThe reaction mixture was then cooled to RT
  2. customquenched with ice
  3. extractionextracted with chloroform
  4. washThe organic layer was washed with cold water, brine
  5. concentrationconcentrated
  6. customThe brown solid obtained
  7. customwas purified by column chromatography
  8. customto yield a yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-77ee1a4a12604140807a12e2e1e125b3
Quelldatensatz
uspto-grants-2008_09
Patentnummer
US07420055B2

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