Thionyl Chloride → 2-Chloro-4-methylthiazole-5-carboxylic acid chloride
Reaction equation
[Cl:1][C:2]1[S:3][C:4]([C:8]([OH:10])=O)=[C:5]([CH3:7])[N:6]=1.S(Cl)([Cl:13])=O>CN(C)C=O>[Cl:1][C:2]1[S:3][C:4]([C:8]([Cl:13])=[O:10])=[C:5]([CH3:7])[N:6]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
8.8 g of 2-chloro-4-methylthiazole-5-carboxylic acid was suspended in 7 ml of thionyl chloride, and one drop of N,N-dimethylformamide was added. The mixture was heated under reflux for 1 hour, and then the excess of thionyl chloride was evaporated under reduced pressure Benzene (10 ml) was added, and the mixture was evaporated under reduced pressure. This procedure was repeated three times to give 9.7 g of 2-chloro-4-methylthiazole-5-carboxylic acid chloride which was used in the following reaction without purification.
Workup
- temperatureThe mixture was heated
- temperatureunder reflux for 1 hour
- customthe excess of thionyl chloride was evaporated under reduced pressure Benzene (10 ml)
- additionwas added
- customthe mixture was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-6dd3746899014e568f00fa2e2d74ee0e
- Source dataset
- uspto-grants-1990_12
- Patent number
- US04980363
Reaction notes
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