Acetyl chloride → N-(2-chloropyridin-3-yl)acetamide
Reaction equation
[Cl:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][N:3]=1.C([O-])([O-])=O.[K+].[K+].[C:15](Cl)(=[O:17])[CH3:16].[NH4+].[Cl-]>C1COCC1>[C:15]([NH:8][C:7]1[C:2]([Cl:1])=[N:3][CH:4]=[CH:5][CH:6]=1)(=[O:17])[CH3:16]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 2-chloro-3-pyridinamine (14.9 g, 116 mmol) in 300 mL of THF was added K2CO3 (32 g, 232 mmol) and acetyl chloride (12 mL, 169 mmol) and the mixture was stirred at room temperature overnight. Saturated NH4Cl was added and the product was extracted in EtOAc, dried over Na2SO4, and filtered through silica to yield 20.81 g of the title amide.
Workup
- extractionthe product was extracted in EtOAc
- dry with materialdried over Na2SO4
- filtrationfiltered through silica
Sources & evidence
- ORD record
- ord-58566421fd714bcbad34d4c21fc54a0a
- Source dataset
- uspto-grants-1995_12
- Patent number
- US05472964
Reaction notes
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