Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzyloxyamine hydrochloride | HCID 102312 | — |
| Reactant | 2-methylene-4H-benzo[1,4]thiazin-3-one | HCID 12218614 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86600474 | HCID 86600474 | 58% |
Reaction Steps
To a solution of 2-methylene-4H-benzo[1,4]thiazin-3-one (5.14 mmol) in 10 mL of anhydrous DMF, Et3N (25.7 mmol) is added followed by O-benzylhydroxylamine hydrochloride (25.7 mmol). The mixture is stirred at 100° C. for 12 hours and then the solvent is evaporated. The crude is purified by column chromatography (hexane/EtOAc) to give 2-(benzyloxyamino-methyl)-4H-benzo[1,4]thiazin-3-one. Yield 58%. 1H NMR (400 MHz, CDCl3): δ 8.51 (s, 1H), 7.13 (m, 9H), 6.1 (bs, 1H), 4.64 (s, 2H), 3.86 (m, 1H), 3.3 (m, 1H), 2.9 (m, 1H). MS: (ES+): 301.2 [M+1].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07253164B2 |
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| Source dataset | uspto-grants-2007_08 |
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| ORD ID | ord-56e41e230a43457a899f6d1836ef4b12 |
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| Source note | uspto-grants-2007_08 |
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