Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Benzeneacetic acid, hydrazide | HCID 70301 | — |
| Reactant | HCID 44221300 | HCID 44221300 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 25121369 | HCID 25121369 | 14% |
Reaction Steps
Methyl 2-(3,3-diethyl-thioureido)benzoate (0.500 g, 1.88 mmol) was dissolved in methanol (10 mL), followed by addition of iodomethane (234 μL, 3.75 mmol). The reaction mixture was heated at 80° C. for 10 minutes under microwave conditions making sure the temperature did not exceed 80° C. The reaction mixture was evaporated to dryness and then redissolved in ethanol (20 mL), followed by addition of phenylacetic acid hydrazide (0.367 g, 2.44 mmol). The mixture was stirred for 48 h at reflux. After cooling the mixture was filtered and the filtrate was evaporated to dryness. The crude product was purified by column chromatography (EtOAc/Heptane) giving the title compound (0.089 g, 14%). LC-ESI-HRMS of [M+H]+ shows 351,1818 Da. Calc. 351,182101 Da.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08178544B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-97697b5c5cab4790a797a9a23bdf1678 |
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| Source note | uspto-grants-2012_05 |
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