Chlorosuccinimide → HCID 54684290, compound
Reaction equation
[OH:1][C:2]1[CH:7]=[C:6]([CH3:8])[NH:5][C:4](=[O:9])[CH:3]=1.[Cl:10]N1C(=O)CCC1=O>C(O)(=O)C>[Cl:10][C:3]1[C:4](=[O:9])[NH:5][C:6]([CH3:8])=[CH:7][C:2]=1[OH:1]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 115 °C
Procedure
4-Hydroxy-6-methyl-1H-pyridin-2-one (25 g, 0.2 mol) and N-chlorosuccinimide (29.4 g, 0.22 mol) were dissolved in 200 mL of acetic acid. The reaction was heated at 115° C. for 6 hours. The reaction was cooled to room temperature, the solid was filtered, and washed with acetic acid and hexanes. The solid was dried in a vacuum oven overnight to give a white solid (19.2 g, 60%): 1H NMR (300 MHz, DMSO-d6) δ 11.46 (br s, 1H), 11.04 (s, 1H), 5.79 (s, 1H), 2.09 (s, 3H).
Workup
- temperatureThe reaction was cooled to room temperature
- filtrationthe solid was filtered
- washwashed with acetic acid and hexanes
- customThe solid was dried in a vacuum oven overnight
Sources & evidence
- ORD record
- ord-681934a651f64c239b69fdee7a8b8fa1
- Source dataset
- uspto-grants-2009_12
- Patent number
- US07629363B2
Reaction notes
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