N-bromobutanimide → HCID 58207875, compound
Reaction equation
[CH:1]([S:4][C:5]1[S:6][CH:7]=[CH:8][N:9]=1)([CH3:3])[CH3:2].[Br:10]N1C(=O)CCC1=O.C(OCC)(=O)C.CCCCCC>CN(C=O)C>[Br:10][C:7]1[S:6][C:5]([S:4][CH:1]([CH3:3])[CH3:2])=[N:9][CH:8]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-(isopropylthio)thiazole (260 mg, 1.63 mmol) in DMF (2 mL) was added N-bromosuccinimide (435.8 mg, 2.45 mmol). The mixture was stirred at room temperature for 3 hours then subjected to flash column chromatography using 10% ethyl acetate/hexane to give a yellow oil (390 mg, 100% yield). LCMS (Conditions C): Tr 3.67 min.; (M+H)': 237.86 (30%), 239.86 (30%), 195.86 (100%), 197.86 (100%).
Sources & evidence
- ORD record
- ord-f267dcbe9c8041d1857f2ef8e68df436
- Source dataset
- uspto-grants-2012_12
- Patent number
- US08338604B2
Reaction notes
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