Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methyl iodide | HCID 6328 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 22160582 | HCID 22160582 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 178504145 | HCID 178504145 | 89.8% |
Reaction Steps
A mixture of 5-(N'-benzoylthiocarbamoyl)amino-1-(3-benzyloxyprop-1-oxy)imidazole-4-carboxamide (2.9 g, 6.4 mmol), 0.1N sodium hydroxide solution (100 ml) and methyl iodide (0.64 ml; 10.3 mmol) was stirred at 20° C. for 16 hours and then the solution adjusted to pH 5 with glacial acetic acid. After several extractions with chloroform, the combined extracts were dried (magnesium sulphate) and evaporated to a syrup. Column chromatography on silica gel (eluted with chloroformethanol, 30:1) afforded the title compound (2.7 g, 88.7%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04965270 |
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| Source dataset | uspto-grants-1990_10 |
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| ORD ID | ord-b36dda11cf6248e1802e6641962e4bc5 |
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| Source note | uspto-grants-1990_10 |
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