Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium methanethiolate | HCID 4378561 | — |
| Reactant | HCID 23227007 | HCID 23227007 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 18662967 | HCID 18662967 | — |
Reaction Steps
A solution of 1.0 g (3.0 mmol) of methyl 2,2-dimethyl-3-(2-fluorophenyl)-3-(4-methylthio-5-pyrimidinyl)propanoate and 1.7 g (24 mmol) of sodium methanethiolate in 20 mL of dry N,N-dimethylformamide was heated to 50° C. with stirring for 30 minutes. The resulting solution was poured into dilute aqueous hydrochloric acid and the mixture obtained was extracted with ether. The ethereal extract was washed with water, dried over magnesium sulfate, filtered, and concentrated by evaporation under reduced pressure to obtain a light yellow solid. This solid was triturated in 30 mL of dichloromethane, collected by filtration, and dried under reduced pressure to obtain 570 mg (60 of theory) of the title compound as a light yellow solid melting at 204°-205° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05780465 |
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| Source dataset | uspto-grants-1998_07 |
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| ORD ID | ord-860baadecaa34fccabef226aa7a5ae48 |
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| Source note | uspto-grants-1998_07 |
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