Ethyl bromopyruvate → HCID 178470110, compound

HRID 2412456Notes

Reaction equation

HRID 2412456 reaction equation
[C:1]([NH:4][C:5]([NH2:7])=[S:6])(=[NH:3])[NH2:2].Br[CH2:9][C:10](=O)[C:11]([O:13][CH2:14][CH3:15])=[O:12]>C(O)C>[NH:4]([C:5]1[S:6][CH:9]=[C:10]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[N:7]=1)[C:1]([NH2:2])=[NH:3]

Participants

4

Reactant 2

HCID 66144Ethyl bromopyruvateHCID 178513045HCID 178513045, compound

Product 1

HCID 178470110HCID 178470110, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A suspension of guanylthiourea (2.36 g) and ethyl 3-bromopyruvate (4.8 g) in dry ethanol (50 ml) is refluxed under stirring for 2.5 hours. The reaction mixture is concentrated in vacuum to dryness, and the residue is dissolved in water (about 100 ml). The aqueous solution is washed with ethyl acetate and made alkaline with 5% sodium hydrogencarbonate solution. The precipitated crystals are filtered, washed with water and dried to give 2-guanidino-4-ethoxycarbonylthiazole (3.6 g) as crystals. The yield is 84%.

Workup

  1. temperatureis refluxed
  2. concentrationThe reaction mixture is concentrated in vacuum to dryness
  3. dissolutionthe residue is dissolved in water (about 100 ml)
  4. washThe aqueous solution is washed with ethyl acetate
  5. filtrationThe precipitated crystals are filtered
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-7d65f74aa0b54ad3a7ac5a88b14fab1d
Source dataset
uspto-grants-1985_01
Patent number
US04492794

Reaction notes

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