Diethyl (ethoxymethylene)malonate → HCID 178469878, compound

HRID 57793Notes

Reaction equation

HRID 57793 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([C:7]([OH:9])=[O:8])[CH:3]=1.[CH2:10]([O:12][C:13](=[O:24])[C:14](=[CH:20]OCC)[C:15](OCC)=[O:16])[CH3:11]>C(O)(=O)C>[CH2:10]([O:12][C:13]([C:14]1[C:15](=[O:16])[N:6]2[N:5]=[C:4]([C:7]([OH:9])=[O:8])[CH:3]=[C:2]2[NH:1][CH:20]=1)=[O:24])[CH3:11]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 178418848HCID 178418848, compound

Product 1

HCID 178469878HCID 178469878, compoundYield 30%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
120 °C

Procedure

To a solution of 5-amino-1H-pyrazole-3-carboxylic acid (600 mg, 4.7 mmol, 1 eq) in acetic acid (30 mL) was added 2-ethoxymethylene-malonic acid diethyl ester (1.1 g, 5.2 mmol, 1.1 eq). The mixture was heated at 120° C. for 4 h in a sealed tube. After cooling, the precipitate was filtered and washed with ethanol to afford the expected compound as grey powder (353 mg, 30% yield).

Workup

  1. temperatureAfter cooling
  2. filtrationthe precipitate was filtered
  3. washwashed with ethanol

Sources & evidence

ORD record
ord-1f650100137b40e29802ea81fd9f2cbb
Source dataset
uspto-grants-2016_09
Patent number
US09434745B2

Reaction notes

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