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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2166972Generated: October 29, 2026

Water → HCID 86720241, compound

https://huagongshe.com/reaction/2166972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant6,8-Dichloro-2H-3,1-benzoxazine-2,4(1H)-dioneHCID 78413—
ReactantPotassium tert-butoxideHCID 23665647—
ReactantHCID 86720242HCID 86720242—
SolventDichloromethaneHCID 6344—
ProductHCID 86720241HCID 86720241276.5%

Reaction Conditions

Temperature0 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09044016B2
Source datasetuspto-grants-2015_06
ORD IDord-8cd3830461cc476896c7180c97132376
Source noteuspto-grants-2015_06