Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 6,8-Dichloro-2H-3,1-benzoxazine-2,4(1H)-dione | HCID 78413 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | HCID 86720242 | HCID 86720242 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86720241 | HCID 86720241 | 276.5% |
Reaction Steps
To a suspension of 6,8-dichloro-1H-benzo[d][1,3]oxazine-2,4-dione (45.0 g, 70.7 mmol) in methylene chloride (500 mL) was added S,S-Diisopropyl-S-aminosulfonium 2,4,6-trimethyl-phenylsulfonate (77.6 g, 234 mmol). The reaction mixture was cooled to 0° C. and potassium tert-butanolate (8.73 g, 77.8 mmol) was added after which the reaction was allowed to come to room temperature and stirred for 16 h. Water (200 mL) and methylene chloride (50 mL) were then added, the organic phase was separated and the aqueous phase further extracted with methylene chloride (2×100 mL). The combined organic extracts were dried (MgSO4) and concentrated in vacuo to afford the title compound (62.8 g, quant.).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09044016B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-8cd3830461cc476896c7180c97132376 |
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| Source note | uspto-grants-2015_06 |
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