Bromopyruvic Acid → 2-(Ethoxycarbonyl)-1,3-thiazole-4-carboxylic acid
Reaction equation
[NH2:1][C:2](=[S:8])[C:3]([O:5][CH2:6][CH3:7])=[O:4].Br[CH2:10][C:11](=O)[C:12]([OH:14])=[O:13]>C1COCC1>[CH2:6]([O:5][C:3]([C:2]1[S:8][CH:10]=[C:11]([C:12]([OH:14])=[O:13])[N:1]=1)=[O:4])[CH3:7]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 50 °C
Procedure
A mixture of ethyl 2-amino-2-thioxoacetate (10.1 g), 3-bromo-2-oxopropanoic acid (12.7 g) and THF (200 ml) was stirred at 50° C. overnight. The mixture was concentrated in vacuo, and the resulting solid was suspended in EtOAc. The precipitate was collected by filtration to give the title compound (7.4 g) as a white solid.
Workup
- concentrationThe mixture was concentrated in vacuo
- filtrationThe precipitate was collected by filtration
Sources & evidence
- ORD record
- ord-a66a0c4a3d2a46ff8b51d706f7b576c5
- Source dataset
- uspto-grants-2016_06
- Patent number
- US09365540B2
Reaction notes
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