Thionyl Chloride → 2-chloroquinoline-3-carbonyl chloride
Reaction equation
[Cl:1][C:2]1[C:11]([C:12]([OH:14])=O)=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.S(Cl)([Cl:17])=O>CN(C=O)C>[Cl:1][C:2]1[C:11]([C:12]([Cl:17])=[O:14])=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 60 °C
Procedure
To 2-chloroquinoline-3-carboxylic acid (5 g, 24.08 mmol) was added thionyl chloride (22.83 mL, 313.0 mmol) and DMF (12 drops) and the reaction was heated at 60° C. for 16 hours. The excess thionyl chloride and N,N-dimethyl formamide were removed in vacuo to yield 2-chloroquinoline-3-carbonyl chloride as a yellow solid.
Workup
- customThe excess thionyl chloride and N,N-dimethyl formamide were removed in vacuo
Sources & evidence
- ORD record
- ord-5684e9e70ab741be8e55b5900f7fff4b
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09139529B2
Reaction notes
Loading…