Ethyl bromopyruvate → Ethyl 2-aminothiazole-4-carboxylate hydrobromide
Reaction equation
[Br:1][CH2:2][C:3](=O)[C:4]([O:6][CH2:7][CH3:8])=[O:5].[NH2:10][C:11]([NH2:13])=[S:12]>C(O)C>[BrH:1].[NH2:13][C:11]1[S:12][CH:2]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:10]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of ethyl 3-bromo-2-oxopropanoate (100 g), thiourea (39 g) and ethanol (500 ml) was refluxed for 2 hours. The reaction mixture was concentrated in vacuo. The crystalline residue was collected and washed with ethyl acetate to give ethyl 2-amino-1,3-thiazole-4-carboxylate hydrobromide (116 g).
Workup
- temperaturewas refluxed for 2 hours
- concentrationThe reaction mixture was concentrated in vacuo
- customThe crystalline residue was collected
- washwashed with ethyl acetate
Sources & evidence
- ORD record
- ord-5e55cb4cb8894543824c526db6b5de81
- Source dataset
- uspto-grants-2006_10
- Patent number
- US07125901B2
Reaction notes
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