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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1842264Generated: November 1, 2026

Diethyl Ether → HCID 57827731, compound

https://huagongshe.com/reaction/1842264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantN-bromobutanimideHCID 67184—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 57827646HCID 57827646—
SolventSulfuric AcidHCID 1118—
ProductHCID 57827731HCID 5782773195.6%

Reaction Steps

(±)-(4aR*,8aS*)-8a-(2,4-Difluoro-phenyl)-4a,5,6,7,8,8a-hexahydro-4H-benzo[d][1,3]thiazin-2-ylamine (270 mg) was dissolved in concentrated sulfuric acid (3 mL). N-Bromosuccinimide (170 mg) was added in an ice bath, and the mixture was stirred at the same temperature for two hours. Ice was added to terminate the reaction, followed by dilution with ether. The reaction solution was neutralized with a sodium bicarbonate solution, and the aqueous layer was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography to obtain the title compound (330 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08946210B2
Source datasetuspto-grants-2015_02
ORD IDord-4ce2edbfb6be4fdfa585c2b9b1804fd3
Source noteuspto-grants-2015_02