Potassium Carbonate → 2,2-Dimethyl-5-[(4-phenyl-thiophen-2-ylamino)-methylene]-[1,3]dioxane-4,6-dione
Reaction equation
[CH3:1][C:2]1([CH3:10])[O:9][C:7](=[O:8])[CH2:6][C:4](=[O:5])[O:3]1.[CH:11](OCC)(OCC)OCC.[C:21]1([C:27]2[CH:28]=[C:29]([NH2:32])[S:30][CH:31]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)Cl>[CH3:1][C:2]1([CH3:10])[O:9][C:7](=[O:8])[C:6](=[CH:11][NH:32][C:29]2[S:30][CH:31]=[C:27]([C:21]3[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=3)[CH:28]=2)[C:4](=[O:5])[O:3]1Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 30 °C
Procedure
Meldrum's acid (1.05 g, 7.3 mmol) was added to triethyl orthoformate (50 ml) and stirred at 30° C. for 1 hr. The reaction mixture was cooled to room temperature and 4-phenyl-thiophene-2-yl-amine (1.07 g, 6.1 mmol) was added in portions. The reaction mixture was heated to 85° C. and stirred at this temperature overnight before cooling to room temperature. The solvent was removed in vacuo to give a residue which was dissolved in DCM and treated with potassium carbonate. After stirring for 30 min the mixture was filtered and the solvent removed in vacuo to give 2,2-dimethyl-5-[(4-phenyl-thiophen-2-ylamino)-methylene]-[1,3]dioxane-4,6-dione. Yield=1.41 g (70%).
Workup
- temperatureThe reaction mixture was cooled to room temperature
- temperatureThe reaction mixture was heated to 85° C.
- stirringstirred at this temperature overnight
- temperaturebefore cooling to room temperature
- customThe solvent was removed in vacuo
- customto give a residue which
- stirringAfter stirring for 30 min the mixture
- filtrationwas filtered
- customthe solvent removed in vacuo
Sources & evidence
- ORD record
- ord-80bd03ecdfb34b3fb2ce77202ce2340f
- Source dataset
- uspto-grants-2012_06
- Patent number
- US08193215B2
Reaction notes
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