Methyl 1-(2-amino-2-oxoethyl)-2,5-dihydro-4-hydroxy-2-oxo-1H-pyrrole-3-carboxylate → HCID 54680446, compound

HRID 414108Notes

Reaction equation

HRID 414108 reaction equation
[OH:1][C:2]1[CH2:6][N:5]([CH2:7][C:8]([NH2:10])=[O:9])[C:4](=[O:11])[C:3]=1[C:12](OC)=O>C(#N)C.O>[OH:1][C:2]1[CH2:6][N:5]([CH2:7][C:8]([NH2:10])=[O:9])[C:4](=[O:11])[C:3]=1[C:12]1[CH2:6][N:5]([CH2:7][C:8]([NH2:10])=[O:9])[C:4](=[O:11])[CH:3]=1

Participants

4

Reactant 1

HCID 54716762Methyl 1-(2-amino-2-oxoethyl)-2,5-dihydro-4-hydroxy-2-oxo-1H-pyrrole-3-carboxylate

Product 1

HCID 54680446HCID 54680446, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

4.3 g of 2,5-dihydro-4-hydroxy-3-methoxycarbonyl-2-oxo-1H-pyrrole-1-acetamide are suspended in 50 ml of acetonitrile and 30 ml of water. Heating to 75° initiates the removal of carbon dioxide; the reaction mixture is stirred at this temperature for 12 hours. After cooling, the resulting product is filtered off, washed with water and acetone and dried under reduced pressure. 1,1',5,5'-tetrahydro-4-hydroxy-2,2'-dioxo-[3,4'-bi-2H-pyrrole]-1,1'-diacetic acid diamide is obtained in the form of white crystals having a melting point of 300° (decomposition). The product is identical to that described in Example 1.

Workup

  1. temperatureHeating to 75°
  2. customthe removal of carbon dioxide
  3. temperatureAfter cooling
  4. filtrationthe resulting product is filtered off
  5. washwashed with water and acetone
  6. customdried under reduced pressure

Sources & evidence

ORD record
ord-a930a76e0bd14c8ab3fc1db306b93e88
Source dataset
uspto-grants-1988_12
Patent number
US04789674

Reaction notes

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