HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(3-Chlorophenyl)-6-methyl-2-(methylthio)-1,4-dihydropyrimidine-5-carboxylic acid ethylester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl 2-acetyl-3-(3-chlorophenyl)acrylate | HCID 367058 | — |
| Reactant | HCID 178485224 | HCID 178485224 | — |
| Solvent | 1-Butanol | HCID 263 | — |
| Product | 4-(3-Chlorophenyl)-6-methyl-2-(methylthio)-1,4-dihydropyrimidine-5-carboxylic acid ethylester | HCID 69074904 | — |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
3.33 g (13.2 mmol) of 2-acetyl-3-(3-chlorophenyl) acrylic acid ethylester was dissolved in 30 ml of n-butanol. 2.93 g (10.5 mmol) of methylisothiourea-sulfate and 2.00 g (19.8 mmol) of triethylamine were added at room temperature and stirred at 100° C. for one day. After n-butanol was evaporated under reduced pressure, the reaction mixture was diluted with ethyl acetate and washed with saturated aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The residue was purified by the silica gel chromatography (hexane/ethyl acetate=10/1) to obtain the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07494989B2 |
| Source dataset | uspto-grants-2009_02 |
| ORD ID | ord-eefbcb57534e44228fd5fcf0339aff66 |
| Source note | uspto-grants-2009_02 |