Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | 4-Chloro-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide | HCID 67243160 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 11501310 | HCID 11501310 | 58.1% |
Reaction Steps
4-Chloro-2-isopropyl-5-phenylisothiazol-3(2H)-one 1,1-dioxide (0.200 g, 0.70 mmol), benzylamine (0.082 g, 0.77 mmol) and TEA (0.078 g, 0.77 mmol) was dissolved in MeCN (3 ml) and heated at in a microwave reactor 120° C. for 5 mins. The reaction mixture was purified by silica gel column chromatography using a 75:25 mixture of heptane and EtOAc as eluant, to give the title compound (0.145 g, 58%). 1H NMR (500 MHz, CDCl3): δ 7.49-7.36 (m, 5H), 7.32-7.26 (m, 3H), 7.05-7.00 (m, 2H), 5.60-5.51 (m, 1H), 4.43 (hep, 1H), 4.08-4.02 (m, 2H), 1.61 (d, 6H); 13C NMR (125 MHz, CDCl3): δ 158.6, 136.5, 135.2, 131.7, 129.8, 129.0, 128.7, 128.1, 127.5, 124.8, 107.9, 48.3, 47.8, 20.3; Mass Spectrum: M−H+ 357.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07723333B2 |
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| Source dataset | uspto-grants-2010_05 |
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| ORD ID | ord-148d3d5e2d9740ab8cb2fc29fe772681 |
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| Source note | uspto-grants-2010_05 |
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