Ethyl bromopyruvate → HCID 178470099, compound

HRID 872606Notes

Reaction equation

HRID 872606 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6](=[S:8])[NH2:7])[N:3]=[CH:2]1.Br[CH2:10][C:11](=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13]>C(O)C>[NH:1]1[CH:5]=[C:4]([C:6]2[S:8][CH:10]=[C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[N:7]=2)[N:3]=[CH:2]1

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 1785141401H-Imidazole-4-thiocarboxamide

Product 1

HCID 178470099HCID 178470099, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1H-Imidazole-4-carbothioamide (1 g, 7.86 mmol) and ethyl bromopyruvate (0.987 ml, 7.86 mmol) were dissolved in ethanol (20 ml). The resulting mixture was refluxed for 1.5 hours. The mixture was kept at 0° C. for an hour and filtered. Both the filtered precipitate and filtrate contained the product and both were evaporated. The filtrate was triturated twice from ethanol. In the end all precipitates were combined. LC-MS: [M+1]=224.25.

Workup

  1. temperatureThe resulting mixture was refluxed for 1.5 hours
  2. waitThe mixture was kept at 0° C. for an hour
  3. filtrationfiltered
  4. customboth were evaporated
  5. customThe filtrate was triturated twice from ethanol

Sources & evidence

ORD record
ord-c26d785dc4dc426aad37ce6e33f45dbb
Source dataset
uspto-grants-2015_03
Patent number
US08975254B2

Reaction notes

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