Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 44553222 | HCID 44553222 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 44554073 | HCID 44554073 | — |
Reaction Steps
To 4-{5-[(4-chlorophenyl)thio]-1-methyl-2-phenyl-1H-imidazol-4-yl}benzonitrile (Example 2, 30 mg, 0.075 mmol) in 2 mL EtOH was added 0.25 mL of HONH2 and catalytic amount of K2CO3. The reaction was heated at 120° C. for 60 min via microwave. The reaction mixture was concentrated to dryness and the residue was dissolved in 5 mL triethylorthoformate. Catalytic amount of TFA was added and the reaction was heated at 130° C. for 3 h. The volatiles were removed and the residue was purified by reverse phase HPLC to afford the title compound. 1H NMR (500 MHz, (CDCl3): 8.74 (s, 1H), 8.27 (d, 2H), 8.18 (d, 2H), 7.72 (m, 2H), 7.53 (m, 3H), 7.25 (d, 2H), 7.06 (d, 2H), 3.68 (s, 3H). LCMS: m/z 445 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455528B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-3e939911cb9143e2a34fe450d760ab17 |
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| Source note | uspto-grants-2013_06 |
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