Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydroxylamine | HCID 787 | — |
| Reactant | HCID 58941825 | HCID 58941825 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 178460981 | HCID 178460981 | 98% |
Reaction Steps
Methyl N-(3-chloro-4-fluorophenyl)-5-[(triisopropylsilyl)oxy]methyl-1,2,3-thiadiazole-4-carbimidothioate (90 mg, 0.0002 mol) was dissolved in EtOH (2 mL) followed by addition of hydroxylamine (116 μL, 0.00190 mol) (50% by wt, 99.9% in water solution). The reaction was stirred at 60° C. for 4 h and overnight at room temperature. The reaction was evaporated and purified by flash chromatography to give the desired product (85 mg, 98%). 1H NMR (400 MHz, CDCl3): δ 7.32 (s, 1H), 7.25 (s, 1H), 6.90 (m, 2H), 6.62 (m, 2H), 5.17 (s, 2H), 1.05 (m, 21H). MF=C19H28ClFN4O2SSi; LCMS calculated for C19H29ClFN4O2SSi (M+H)+: m/z=459.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450351B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-fc946d1d1be94d32a67c4651fcf814cf |
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| Source note | uspto-grants-2013_05 |
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