Sodium Hydroxide → 2-Amino-5-fluorobenzene-1-sulfonamide
Reaction equation
[F:1][C:2]1[CH:14]=[CH:13][C:5]2[NH:6]C(=O)[NH:8][S:9](=[O:11])(=[O:10])[C:4]=2[CH:3]=1.[OH-].[Na+]>S(=O)(=O)(O)O>[NH2:6][C:5]1[CH:13]=[CH:14][C:2]([F:1])=[CH:3][C:4]=1[S:9]([NH2:8])(=[O:11])=[O:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 130 °C
Procedure
After suspending 7-fluoro-2H,4H-benzo[e]1,2,4-thiadiazine-1,1,3-trione (3.00 g, 13.9 mmol) in 50% sulfuric acid (90 mL), the mixture was stirred at 130° C. for 1 hour. The reaction mixture was cooled in an ice bath while adding 40% aqueous sodium hydroxide for neutralization. The aqueous solution was concentrated under reduced pressure to 200 mL, and the precipitate was filtered out. It was then suspended in ethyl acetate (100 mL), and the insoluble portion was filtered out. The filtrate was concentrated under reduced pressure and dried to obtain 2-amino-5-fluorobenzenesulfonamide.
Workup
- temperatureThe reaction mixture was cooled in an ice bath
- concentrationThe aqueous solution was concentrated under reduced pressure to 200 mL
- filtrationthe precipitate was filtered out
- filtrationthe insoluble portion was filtered out
- concentrationThe filtrate was concentrated under reduced pressure
- customdried
Sources & evidence
- ORD record
- ord-4c7688e9116d4f11b1cd46d0f5473ca6
- Source dataset
- uspto-grants-2009_04
- Patent number
- US07517875B2
Reaction notes
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