Thioacetamide → Ethyl 4-(mercaptomethyl)-2-methyl-1,3-oxazole-5-carboxylate
Reaction equation
Br[CH2:2][C:3]1[N:4]=[C:5]([CH3:13])[O:6][C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9].C(N)(=[S:16])C>C(O)C>[SH:16][CH2:2][C:3]1[N:4]=[C:5]([CH3:13])[O:6][C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 90 °C
Procedure
5 mmol of ethyl 4-(bromomethyl)-2-methyl-1,3-oxazole-5-carboxylate was dissolved in 50 ml of ethanol, then 5.5 mmol of thioacetoamide was added, then heated up to 90° C. to carry out the reaction for 4 hours. The reacted liquid was cooled down to a room temperature. Ethanol is evaporated out and then the product was purified using column separation with solvents of ethyl acetate and hexane, obtaining ethyl 4-(mercaptomethyl)-2-methyl-1,3-oxazole-5-carboxylate (yield 95%).
Workup
- customthe reaction for 4 hours
- temperatureThe reacted liquid was cooled down to a room temperature
- customEthanol is evaporated out
- customthe product was purified
- customcolumn separation with solvents of ethyl acetate and hexane
Sources & evidence
- ORD record
- ord-14b957f1312e441494120664da55986a
- Source dataset
- uspto-grants-2014_07
- Patent number
- US08779086B2
Reaction notes
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