Benzoyl Peroxide → NCS Chloride
Reaction equation
FC1C=CC=C(C)N=1.[CH2:9]1[C:14](=[O:15])[N:13]([Cl:16])[C:11](=[O:12])[CH2:10]1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C1C=CC=CC=1>[CH2:9]1[C:14](=[O:15])[N:13]([Cl:16])[C:11](=[O:12])[CH2:10]1.[Cl-:16]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
2-Fluoro-6-methylpyridine (1.11 g, 10 mmol), NCS (2.0 g, 15 mmol), and catalytic benzoyl peroxide were dissolved in benzene and heated to reflux overnight. The reaction was concentrated and diluted with water and EtOAc. The organic layer was washed with saturated aq. NaHCO3, dried, filtered, and concentrated. The residue was purified on silica gel to give the desired product.
Workup
- temperatureheated
- temperatureto reflux overnight
- concentrationThe reaction was concentrated
- additiondiluted with water and EtOAc
- washThe organic layer was washed with saturated aq. NaHCO3
- customdried
- filtrationfiltered
- concentrationconcentrated
- customThe residue was purified on silica gel
Sources & evidence
- ORD record
- ord-76c2d06d270544abb8267483dadb4bcd
- Source dataset
- uspto-grants-2014_09
- Patent number
- US08841295B2
Reaction notes
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