Hydrochloric Acid → HCID 20225326, compound
Reaction equation
[CH3:1][S:2]([NH:5][C:6]1[CH:22]=[CH:21][C:9]([C:10]([NH:12][CH2:13][CH2:14][N:15]2[CH2:20][CH2:19][S:18][CH2:17][CH2:16]2)=[O:11])=[CH:8][CH:7]=1)(=[O:4])=[O:3].Cl.OO.S([O-])([O-])=[O:27].[Na+].[Na+]>O.CO>[CH3:1][S:2]([NH:5][C:6]1[CH:7]=[CH:8][C:9]([C:10]([NH:12][CH2:13][CH2:14][N:15]2[CH2:16][CH2:17][S:18](=[O:27])[CH2:19][CH2:20]2)=[O:11])=[CH:21][CH:22]=1)(=[O:3])=[O:4]Participants
7
Reactant 4
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 0 °C
Procedure
To 50 ml of methanol add 1.0 g (2.93 mmole) of 4-[(methylsulfonyl)amino]-N-[2-(thiomorpholin-4-yl)ethyl]benzamide. Add dropwise 3.08 ml (3.08 mmole) of 1.0N hydrochloric acid. Cool the solution to 0° C. Slowly add 0.70 ml (6.16 mmole) of 30% w/v hydrogen peroxide. Stir the reaction at ambient temperature. Monitor the progress of the reaction by thin layer chromatography on silica gel (methanol:1M NaCl; 95:5). Upon the completion of the reaction, add 25 ml of 10% sodium sulfite to the stirring solution. Filter the resulting solid. Evaporate the filtrate in vacuo to yield a solid. Stir this solid in H2O overnight, then filter the solid and recrystallize it from methanol to yield the title compound.
Workup
- customthe reaction at ambient temperature
- customMonitor the progress of the reaction by thin layer chromatography on silica gel (methanol:1M NaCl; 95:5)
- customUpon the completion of the reaction
- filtrationFilter the resulting solid
- customEvaporate the filtrate in vacuo
- customto yield a solid
- filtrationfilter the solid
- customrecrystallize it from methanol
Sources & evidence
- ORD record
- ord-a7101e5e988e42d5b0178caa37c22224
- Source dataset
- uspto-grants-1986_12
- Patent number
- US04629739
Reaction notes
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