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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1818787Generated: October 31, 2026

Triphenylphosphine → 1-(3-Bromo-1-methylpropyl)-3-(2-fluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide

https://huagongshe.com/reaction/1818787

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant4-Bromobutan-2-olHCID 13111845—
Reactant1-(2-Fluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxideHCID 46833094—
SolventTetrahydrofuranHCID 8028—
Product1-(3-Bromo-1-methylpropyl)-3-(2-fluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxideHCID 6870982868.9%

Reaction Conditions

Temperature23 °C

Reaction Steps

1-(2-fluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide (general procedure 10.2 g, 0.8 mmol) was dissolved in tetrahydrofuran (10 mL) and triphenylphosphine (0.54 g, 0.9 mmol) was added followed by 4-bromobutan-2-ol (0.14 g, 0.9 mmol) and diisopropyl azodicarboxylate (0.18 g, 0.9 mmol). The mixture was stirred for 18 hours at 23° C. The mixture was concentrated and purified via Isco chromatography (Redisep, silica, gradient 0-50% ethyl acetate in hexane) to afford 0.22 g of 1-(3-bromo-1-methylpropyl)-3-(2-fluorophenyl)-1,3-dihydro-2,1,3-benzothiadiazole 2,2-dioxide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601722B2
Source datasetuspto-grants-2009_10
ORD IDord-e6f26e73ec794086b79cdfa179a2f8da
Source noteuspto-grants-2009_10