Réaction #2122515

ord-3247d68618be469cb5d0456968bcc548

Équation de réaction

O=S(=O)(O)Cl
Chlorosulfonic acid
Cc1nc2ccccc2o1
2-methylbenzoxazole
Cc1nc2ccc(S(=O)(=O)Cl)cc2o1
Compound 8
Rendement 59.9%
Cc1nc2ccc(S(=O)(=O)Cl)cc2o1
2-methylbenzoxazole-6-sulfonyl chloride
Rendement 59.9%

Solvants

Conditions de réaction

Température
117.5°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreof 15 min
  2. 2
    TempératureAfter cooling
  3. 3
    workup.ADDITIONmix
  4. 4
    AutreThe white solid that separated
  5. 5
    Filtrationwas collected by filtration
  6. 6
    Lavagewashed with water until washings
  7. 7
    Autredried

Mode opératoire

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:

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08574881B2uspto-grants-2013_11