1,3-Dichloroacetone → 4-(Chloromethyl)-2-(3,4-dimethoxyphenyl)-1,3-thiazole
Reaction equation
[Cl:1][CH2:2][C:3]([CH2:5]Cl)=O.[CH3:7][O:8][C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][C:17]=1[O:18][CH3:19])[C:12]([NH2:14])=[S:13]>C(O)C>[CH3:7][O:8][C:9]1[CH:10]=[C:11]([C:12]2[S:13][CH:5]=[C:3]([CH2:2][Cl:1])[N:14]=2)[CH:15]=[CH:16][C:17]=1[O:18][CH3:19]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
1.5 g of 1,3-dichloroacetone and 2.3 g of 3,4-dimethoxythiobenzamide were suspended in 100 ml of ethanol. The suspension was heated for 3 hours to complete the reaction. The solvent was removed by distillation. The residue was purified by silica gel column chromatography to obtain 1.86 g of 2-(3,4-dimethoxyphenyl)-4-chloromethylthiazole as a colorless viscous oil.
Workup
- temperatureThe suspension was heated for 3 hours
- customthe reaction
- customThe solvent was removed by distillation
- customThe residue was purified by silica gel column chromatography
Sources & evidence
- ORD record
- ord-5498671472d94442b51712a9af07884e
- Source dataset
- uspto-grants-2000_06
- Patent number
- US06080764
Reaction notes
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