Ammonia → 2-Amino-5-bromopyridine-3-sulfonamide
Reaction equation
[NH2:1][C:2]1[C:7]([S:8](Cl)(=[O:10])=[O:9])=[CH:6][C:5]([Br:12])=[CH:4][N:3]=1.[NH3:13]>O1CCOCC1>[NH2:1][C:2]1[C:7]([S:8]([NH2:13])(=[O:10])=[O:9])=[CH:6][C:5]([Br:12])=[CH:4][N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Amino-5-bromopyridine-3-sulfonyl chloride (reagent preparation 25) (95.5 mg, 0.35 mmol) was treated with 0.5M ammonia in dioxane solution (7 mL) and the mixture was stirred for 1 h at room temperature. Concentrated aqueous ammonia (2 mL) was then added to the mixture then stirred an additional 12 h. The mixture was then concentrated and the residue suspended in water (5 mL). The solid was collected by filtration and dried to give 2-amino-5-bromopyridine-3-sulfonamide (55.7 mg, 89%).
Workup
- stirringthen stirred an additional 12 h
- concentrationThe mixture was then concentrated
- filtrationThe solid was collected by filtration
- customdried
Sources & evidence
- ORD record
- ord-e5320d8f4f554ff1ad962cc3902c6112
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08648066B2
Reaction notes
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