Sulfuric Acid → HCID 10859468, compound
Reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[C:5]([CH3:12])=[CH:4][C:3]=1[CH3:13].S(=O)(=O)(O)O.[Cl:19]Cl>>[Cl:19][C:4]1[C:3]([CH3:13])=[C:2]([Br:1])[CH:7]=[C:6]([S:8]([CH3:11])(=[O:10])=[O:9])[C:5]=1[CH3:12]Participants
Procedure
2.0 g of the crude 4-bromo-6-methylsulfonyl-m-xylene obtained in Example 1 was added to 8 ml of 20% fuming sulfuric acid. A chlorine gas was flown little by little while stirring at room temperature in a reactor provided with a dry ice trap at the upper part. After one hour, the reaction liquor was added to ice, and was extracted twice with 30 ml of EDC. The EDC solution was washed with 50 ml of water and then with 20 ml of a saturated aqueous solution of common salt, and was dried over anhydrous sodium sulfate, concentrated under reduced pressure and dried to a solid, thus obtaining 2.2 g of a crude product of the above-identified aimed compound (purity measured by gas chromatography: 81.6%). A part of the crude product was recrystallized from methanol to obtain the above-identified aimed compound.
Workup
- customprovided with a dry ice trap at the upper part
- additionthe reaction liquor was added to ice
- extractionwas extracted twice with 30 ml of EDC
- washThe EDC solution was washed with 50 ml of water
- dry with materialwith 20 ml of a saturated aqueous solution of common salt, and was dried over anhydrous sodium sulfate
- concentrationconcentrated under reduced pressure
- customdried to a solid
- customthus obtaining 2.2 g of a crude product of the above-identified aimed compound (purity measured by gas chromatography: 81.6%)
- customA part of the crude product was recrystallized from methanol
Sources & evidence
- ORD record
- ord-3fd856981aac40f78a3bd619475bb9a4
- Source dataset
- uspto-grants-1994_03
- Patent number
- US05296634
Reaction notes
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