Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Potassium thiocyanate | HCID 516872 | — |
| Reactant | HCID 58861443 | HCID 58861443 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 178497763 | HCID 178497763 | 94.3% |
Reaction Steps
A mixture of 4-methyl-3-(2-oxo-2-pyridin-3-yl-ethylamino)-benzoic acid methyl ester (84.5 mg; 0.297 mmol) and KSCN (58 mg; 0.59 mmol) in 1.5 mL of HOAc were heated to 100° C. for 2 h. The mixture was then poured into water and carefully brought to pH 8 with NaOH. The mixture was immediately extracted with EtOAc, and the extract washed with brine. The washes were extracted once more with EtOAc, and the combined extracts were dried with Na2SO4, filtered, and concentrated to provide 3-(2-mercapto-4-pyridin-3-yl-imidazol-1-yl)-4-methyl-benzoic acid methyl ester (90 mg; 0.28 mmol; 93%). ESI MS m/z 326 [C17H15N3O2S+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07514458B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-0f4f8d88fcef4240b36319f90cb4c615 |
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| Source note | uspto-grants-2009_04 |
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