Water → HCID 22494336, compound
Reaction equation
Cl[CH:2]([C:8]([CH3:10])=O)[C:3]([O:5][CH2:6][CH3:7])=[O:4].[C:11]([NH2:15])(=[S:14])[CH2:12][CH3:13].O>C(O)C>[CH2:12]([C:11]1[S:14][C:8]([CH3:10])=[C:2]([C:3]([O:5][CH2:6][CH3:7])=[O:4])[N:15]=1)[CH3:13]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
2.33 ml ethyl 2-chloroacetoacetate and 1.5 g thiopropionamide were dissolved in 30 ml ethanol, followed by stirring at room temperature for 16 hours. The reaction solution was ice-cooled and water was added thereto, followed by extracting with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=14:1), to give 0.8 g of ethyl 2-ethyl-5-methyl-1,3-thiazole-4-carboxylate.
Workup
- temperaturecooled
- extractionby extracting with ethyl acetate
- washThe organic layer was washed with brine
- dry with materialdried over anhydrous magnesium sulfate
- customevaporated
- customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=14:1)
Sources & evidence
- ORD record
- ord-96d55e2770b54507ba34e6f8f0f7735e
- Source dataset
- uspto-grants-2005_04
- Patent number
- US06884821B1
Reaction notes
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