Thionyl Chloride → 4-(Isopropylamino)-2-(methylthio)pyrimidine-5-carboxylic acid chloride
Reaction equation
[CH:1]([NH:4][C:5]1[C:10]([C:11](O)=[O:12])=[CH:9][N:8]=[C:7]([S:14][CH3:15])[N:6]=1)([CH3:3])[CH3:2].S(Cl)([Cl:18])=O>>[CH:1]([NH:4][C:5]1[C:10]([C:11]([Cl:18])=[O:12])=[CH:9][N:8]=[C:7]([S:14][CH3:15])[N:6]=1)([CH3:3])[CH3:2]Participants
3
Conditions
- Temperature
- 50 °C
Procedure
To 3.5 (15.4 mmol) of 4-(isopropylamino)-2-(methylthio)pyrimidine-5-carboxylic acid is added 9.0 mL (123.2 mmol) of thionyl chloride, and the reaction mixture is heated at 50° C. for 1 hour, cooled to room temperature, and concentrated. The residue is twice suspended in anhydrous toluene and concentrated to give a colorless solid, 4-(isopropylamino)-2-(methylthio) pyrimidine-5-carboxylic acid chloride.
Workup
- temperaturecooled to room temperature
- concentrationconcentrated
- concentrationconcentrated
Sources & evidence
- ORD record
- ord-3b250297335942b299c47a4902d0c23c
- Source dataset
- uspto-grants-2009_03
- Patent number
- US07501425B1
Reaction notes
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