Diethyl (ethoxymethylene)malonate → HCID 178469693, compound

HRID 1679682Notes

Reaction equation

HRID 1679682 reaction equation
[NH2:1][C:2]1[N:6]=[CH:5][NH:4][N:3]=1.C([O:9][CH:10]=[C:11]([C:17](OCC)=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])C>C(O)(=O)C>[OH:9][C:10]1[N:3]2[N:4]=[CH:5][N:6]=[C:2]2[N:1]=[CH:17][C:11]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13]

Participants

4

Reactant 2

HCID 6871Diethyl (ethoxymethylene)malonateHCID 178418311HCID 178418311, compound

Product 1

HCID 178469693HCID 178469693, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 3-amino-1,2,4-triazole (8.4g, 100mM) and diethyl ethoxymethylenemalonate (24.0g, 110mM) in glacial acetic acid (150ml) was heated under reflux for six hours. The resulting precipitated product was filtered and dried in vacuo. Yield 8.20g (36.6%). δ (DMSO-d6), 12.85 (1H,s, --OH), 8.87 (1H,s, H2), 8.56 (1H,s, H5), 4.38 (2H,q,--CH2CH3), 1.34 (3H,t, --CH2CH3); νmax (KBr disc) 1730 (ester C=O)cm-1 ; (Found: C, 45.99; H, 3.94; N, 27.29%. C8H8N4O3 requires C, 46.16; H, 3.87; N, 26.91%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for six hours
  3. customThe resulting precipitated product
  4. filtrationwas filtered
  5. customdried in vacuo

Sources & evidence

ORD record
ord-c9500f07c4644580aac35430f1b2587d
Source dataset
uspto-grants-1978_03
Patent number
US04081545

Reaction notes

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