Benzoyl Peroxide → 3-(Bromomethyl)isothiazolo[5,4-b]pyridine
Reaction equation
[Br:1]NC(=O)CCC(N)=O.[CH3:10][C:11]1[C:19]2[C:14](=[N:15][CH:16]=[CH:17][CH:18]=2)[S:13][N:12]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:1][CH2:10][C:11]1[C:19]2[C:14](=[N:15][CH:16]=[CH:17][CH:18]=2)[S:13][N:12]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
N-Bromosuccinamide (10.7 mmol) was added to a solution of 3-methylisothiazolo[5,4-b]pyridine (10.0 mmol) in carbontetrachloride (20 mL). Benzoyl peroxide (0.82 mmol) was added and the reaction mixture was heated at reflux for 48 h. The reaction mixture was filtered through Celite (ethyl acetate) and the eluent was concentrated to provide crude 3-(bromomethyl)isothiazolo[5,4-b]pyridine as a yellow solid.
Workup
- temperaturethe reaction mixture was heated
- temperatureat reflux for 48 h
- filtrationThe reaction mixture was filtered through Celite (ethyl acetate)
- concentrationthe eluent was concentrated
Sources & evidence
- ORD record
- ord-b478c96bbd39448c9af2860e121b0708
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08106066B2
Reaction notes
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