2-Methylbenzoxazole → 2-Methyl-1,3-benzoxazole-6-sulfonyl chloride

HRID 409700

Reaktionsgleichung

Reaktionsgleichung von HRID 409700
[Cl:1][S:2]([OH:5])(=O)=[O:3].[CH3:6][C:7]1[O:8][C:9]2[CH:15]=[CH:14][CH:13]=[CH:12][C:10]=2[N:11]=1>>[CH3:6][C:7]1[O:8][C:9]2[CH:15]=[C:14]([S:2]([Cl:1])(=[O:5])=[O:3])[CH:13]=[CH:12][C:10]=2[N:11]=1

Komponenten

3

Edukt 2

HCID 72252-MethylbenzoxazoleHCID 24638Chlorosulfonic acid

Produkt 1

HCID 545939422-Methyl-1,3-benzoxazole-6-sulfonyl chlorideAusbeute 59,9 %

Reaktionsbedingungen

Temperatur
117.5 °C

Versuchsvorschrift

Chlorosulfonic acid (12.5 ml, 187.8 mmol) was cooled in an ice bath and 2-methylbenzoxazole (5.0 g, 37.5 mmol) was carefully added drop wise over a period of 15 min. The combined mixture was heated at 115-120° C. for 16 hours. After cooling, the mixture was added very slowly to ca. 100 ml ice/water mix. The white solid that separated was collected by filtration, washed with water until washings were neutral and dried to yield 5.2 g (59%) of Compound 8, whose structure is given below:

Aufarbeitung

  1. customof 15 min
  2. temperatureAfter cooling
  3. additionmix
  4. customThe white solid that separated
  5. filtrationwas collected by filtration
  6. washwashed with water until washings
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-19cba7e21bd745dd95faab713c599489
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08759526B2

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