Oxalyl chloride → 6-Methylnicotinoyl chloride
Reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6](O)=[O:7])=[CH:4][N:3]=1.C(Cl)(=O)C([Cl:14])=O>ClCCl.CN(C)C=O>[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([Cl:14])=[O:7])=[CH:4][N:3]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
6-Methyl nicotinic acid (138 mg, 1.00 mmol) was dissolved in dichloromethane (15 mL) and N,N-dimethylformamide (0.10 mL), and in an ice bath oxalic chloride (192 mg, 1.51 mmol) was added dropwise slowly. Upon completion of the dropwise addition, it was moved to react at room temperature for 3 hours, and concentrated under reduce pressure to obtain 6-methyl nicotinoyl chloride as a white solid.
Workup
- additionUpon completion of the dropwise addition, it
- customto react at room temperature for 3 hours
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-9a433cafe5f24ab28e3d3a27ecdb497b
- Source dataset
- uspto-grants-2016_01
- Patent number
- US09233098B2
Reaction notes
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