Tetrahydrofuran → HCID 67264023, compound
Reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N+:18]([O-:20])=[O:19])=[C:7]([N:9](S(C)(=O)=O)[S:10]([CH3:13])(=[O:12])=[O:11])[CH:8]=1.O1CCCC1.[OH-].[Na+]>O>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N+:18]([O-:20])=[O:19])=[C:7]([NH:9][S:10]([CH3:13])(=[O:12])=[O:11])[CH:8]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of N-(5-Methoxy-2-nitro-phenyl)-N-(methylsulfonyl)methanesulfonamide (7.70 g) in Tetrahydrofuran (200 mL, 2 mol) was added 1 M of Sodium hydroxide in Water (50 mL). The mixture was stirred for 18 hours. The mixture was poured into a separatory funnel and the aqueous layer (bottom layer) was separated. The aqueous layer was washed with Ethyl Acetate (100 mL). The organic layers were combined, dried over magnesium sulfate, filtered and evaporated. N-(5-Methoxy-2-nitro-phenyl)-methanesulfonamide isolated as an orange solid (5.59 g, 76%).
Workup
- additionThe mixture was poured into a separatory funnel
- customthe aqueous layer (bottom layer) was separated
- washThe aqueous layer was washed with Ethyl Acetate (100 mL)
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-231753c4654d46c1b85eebe2c336908d
- Source dataset
- uspto-grants-2012_04
- Patent number
- US08148391B2
Reaction notes
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