Ethyl bromopyruvate → Ethyl 2-aminothiazole-4-carboxylate

HRID 1919558Notes

Reaction equation

HRID 1919558 reaction equation
Br[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>[NH2:13][C:11]1[S:12][CH:2]=[C:3]([C:4]([O:6][CH2:7][CH3:8])=[O:5])[N:10]=1

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 2723790Thiourea

Product 1

HCID 73216Ethyl 2-aminothiazole-4-carboxylateYield 108.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

7.8 g (40 mmol) ethyl bromopyruvate and 3.1 g (40 mmol) thiourea were dissolved in 40 ml ethanol, and reacted at room temperature, to precipitate a white solid, which was filtered, washed and dried to obtain 7.5 g ethyl 2-aminothiazol-4-carboxylate (yield 74%) with mp 177-181° C.

Workup

  1. customreacted at room temperature
  2. customto precipitate a white solid, which
  3. filtrationwas filtered
  4. washwashed
  5. customdried

Sources & evidence

ORD record
ord-ff66c16ae4a346e2b8995a55236bf3c2
Source dataset
uspto-grants-2012_05
Patent number
US08168642B2

Reaction notes

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