Methanesulfonic Acid → HCID 54543792, compound

A stirred mixture of 5 g of 4-(methylsulfonyl)-benzoic acid and 50 mL of methanesulfonic acid froze when it was cooled in an ice bath. The ice bath was removed and when the mixture was partially melted, stirring was resumed and the addition of 2.83 g of 90% hydrogen peroxide was started. The 90% hydrogen peroxide was added gradually over ten minutes. When the addition of the hydrogen peroxide was completed, the reaction mixture was still partially frozen. A water bath of cold tap water was used to warm the reaction mixture. The temperature of the reaction mixture rose briefly to 28° C. One hour after the addition of the hydrogen peroxide was started, the reaction mixture was heated for 70 minutes within a temperature range of 40° C.-45° C. The stirred reaction mixture was then cooled in an ice bath. A solid precipitated from solution. When the temperature of the reaction mixture was between 10° C.-15° C., the solid product was filtered from solution. A second fraction of solid product was collected when the filtrate was poured onto ice prepared from deionized water and the solid which formed was filtered away from solution. Fraction one was washed four times with 60 mL each time of cold deionized water. Fraction two was washed four times with 150 mL each time of cold deionized water. Both fractions of the solid product were very easy to wash and to isolate by filtration. The two fractions were each transferred to a watchglass and dried overnight. The dried solids were fine, dry powders.

1. temperaturewas cooled in an ice bath
2. customThe ice bath was removed
3. additionthe addition of 2.83 g of 90% hydrogen peroxide
4. additionThe 90% hydrogen peroxide was added gradually over ten minutes
5. additionWhen the addition of the hydrogen peroxide
6. temperaturethe reaction mixture was still partially frozen
7. customA water bath of cold tap water was used
8. temperatureto warm the reaction mixture
9. customrose briefly to 28° C
10. additionOne hour after the addition of the hydrogen peroxide
11. temperaturethe reaction mixture was heated for 70 minutes within a temperature range of 40° C.-45° C
12. customThe stirred reaction mixture
13. temperaturewas then cooled in an ice bath
14. customA solid precipitated from solution
15. customwas between 10° C.-15° C.
16. filtrationthe solid product was filtered from solution
17. customA second fraction of solid product was collected when the filtrate
18. additionwas poured onto ice
19. customprepared from deionized water
20. customthe solid which formed
21. filtrationwas filtered away from solution
22. washFraction one was washed four times with 60 mL each time
23. washFraction two was washed four times with 150 mL each time
24. washto wash
25. customto isolate by filtration
26. customdried overnight
27. customdry powders

ORD record

ord-835900859d554c63bdf52fd4a806811a

Source dataset

uspto-grants-1994_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05364959