Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 58296350 | HCID 58296350 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 58296327 | HCID 58296327 | 100.7% |
Reaction Steps
To a 100 ml round-bottom flask were added ethyl 4-methyl-6-[(3-methylphenyl)amino]-2-(methylthio)-5-pyrimidinecarboxylate (2.83 g, 8.92 mmole), sodium hydroxide (dissolved in 5 mL of water) (0.53 g, 13.4 mmole), ethanol (25 mL) and water (25 mL). The reaction was stirred at reflux for 2 h. It was cooled to room temperature and concentrated under vacuum. The residue was treated with water (100 mL) and acidified by dropwise addition of acetic acid. Ethyl acetate (500 mL) was then added and the mixture was stirred for 10 min. The organic phase was separated. The aqueous phase was extracted with ethyl acetate (2×) and the organic extracts were combined and washed with water, brine and dried over MgSO4. The solvent was removed under vacuum to yield the product (2.6 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08383635B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-5f23d14d303b44f5a005a0a645cdfe01 |
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| Source note | uspto-grants-2013_02 |
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