2,2-Dimethyl-1,3-dioxane-4,6-dione → HCID 67202400, compound

HRID 853493Notes

Reaction equation

HRID 853493 reaction equation
[NH2:1][C:2]1[O:6][C:5]([C:7]([O:9][CH3:10])=[O:8])=[CH:4][CH:3]=1.[CH:11](OCC)(OCC)OCC.[CH3:21][C:22]1([CH3:30])[O:29][C:27](=[O:28])[CH2:26][C:24](=[O:25])[O:23]1>C(O)(C)C>[CH3:10][O:9][C:7]([C:5]1[O:6][C:2]([NH:1][CH:11]=[C:26]2[C:27](=[O:28])[O:29][C:22]([CH3:30])([CH3:21])[O:23][C:24]2=[O:25])=[CH:3][CH:4]=1)=[O:8]

Participants

5

Reactant 3

HCID 162492,2-Dimethyl-1,3-dioxane-4,6-dioneHCID 31214Ethyl orthoformateHCID 5072225Methyl 5-aminofuran-2-carboxylate

Product 1

HCID 67202400HCID 67202400, compound

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
100 °C

Procedure

Methyl 5-amino-2-furoate (4 g) by Lancaster was added to a mixed solution of triethyl orthoformate (20 ml) and isopropyl alcohol (20 ml), and then Meldrum acid (4.5 g) was added and the mixture was heated and stirred at 100° C. for 1 hour. After cooling, the precipitated crystals were filtered out and washed with isopropyl alcohol to obtain the title compound (7.8 g).

Workup

  1. temperaturethe mixture was heated
  2. temperatureAfter cooling
  3. filtrationthe precipitated crystals were filtered out
  4. washwashed with isopropyl alcohol

Sources & evidence

ORD record
ord-6c90787f8ceb484c982778fe5254556f
Source dataset
uspto-grants-2007_08
Patent number
US07253286B2

Reaction notes

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