Thionyl Chloride → HCID 22340304, compound
Reaction equation
O[CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH:13][C:14](=[O:16])[CH3:15])[CH:9]=2)[N:4]=1.S(Cl)([Cl:19])=O>>[ClH:19].[Cl:19][CH2:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([NH:13][C:14](=[O:16])[CH3:15])[CH:9]=2)[N:4]=1Participants
3
Procedure
To the N-[2-(hydroxymethyl)-6-quinolinyl]acetamide (1.00 g, 4.62 mmol) obtained in Reference Example 5 was added thionyl chloride (23 ml) under ice-cooling, and the mixture was stirred for 2 hours. The reaction solution was concentrated under reduced pressure, and the resulting residue was washed with ethyl acetate to obtain the titled compound (900 mg) as a powder.
Workup
- temperaturecooling
- concentrationThe reaction solution was concentrated under reduced pressure
- washthe resulting residue was washed with ethyl acetate
Sources & evidence
- ORD record
- ord-e56dedc19e49424885016ec3527b0188
- Source dataset
- uspto-grants-2005_08
- Patent number
- US06930185B2
Reaction notes
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