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

HRID 387966Notes

Reaction equation

HRID 387966 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-69155a50a84e441d98f995e389c5a169
Source dataset
uspto-grants-2013_02
Patent number
US08372981B2

Reaction notes

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