Thionyl Chloride → 2-Methyl-1,3-thiazole-4-carbonyl chloride
Reaction equation
[CH3:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([OH:9])=O)[N:6]=1.S(Cl)([Cl:12])=O>>[CH3:1][C:2]1[S:3][CH:4]=[C:5]([C:7]([Cl:12])=[O:9])[N:6]=1Participants
3
Conditions
- Temperature
- 80 °C
Procedure
To 2-methyl-1,3-thiazole-4-carboxylic acid (1 g) was added thionyl chloride (5 ml). The mixture was heated at 80° C. for 8 h. Thionyl chloride (5 ml) was added and the mixture heated for 2 h at 80° C. Further thionyl chloride (5 ml) was added and the mixture heated for 2 h. The mixture was concentrated in vacuo and azeotroped with toluene to give the title compound (1.12 g) as a brown solid
Workup
- temperaturethe mixture heated for 2 h at 80° C
- temperaturethe mixture heated for 2 h
- concentrationThe mixture was concentrated in vacuo
- customazeotroped with toluene
Sources & evidence
- ORD record
- ord-2fb1615a50a147d0bb6227abf6a7eaa2
- Source dataset
- uspto-grants-2014_02
- Patent number
- US08658635B2
Reaction notes
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