Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Hydrazine hydrate (1:1) | HCID 24654 | — |
| Reactant | HCID 44221300 | HCID 44221300 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 67521263 | HCID 67521263 | 69% |
Reaction Steps
Methyl 2-(3,3-diethyl-thioureido)benzoate (2.29 g, 8.59 mmol) was dissolved in methanol (15 mL), followed by addition of iodomethane (1.07 mL, 17.2 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 methanol (50 mL). Hydrazine monohydrate (1.25 mL, 25.8 mmol) was added followed by stirring at RT overnight. The reaction mixture was poured into water (200 mL), followed by extraction with diethyl ether (2×100 mL), drying (MgSO4) and evaporation in vacuo. The crude product was subjected to column chromatography (EtOAc/Heptane) giving the title compound (1.37 g, 69%).
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-7a5805840ba344caa6e895d63517086f |
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| Source note | uspto-grants-2012_05 |
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