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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2358102Generated: October 31, 2026

Water → HCID 57448057, compound

https://huagongshe.com/reaction/2358102

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethyl DisulfideHCID 12232—
Reactant1,3-Dibromo-2-chlorobenzeneHCID 14029661—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
ProductHCID 57448057HCID 5744805741.1%

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a solution of 1,3-dibromo-2-chlorobenzene (3.4 g, 12.6 mmol) in dry diethyl ether (60 ml), under nitrogen, at −78° C., was added dropwise n-butyllithium (2.5 M in hexane, 5.0 ml, 12.6 mmol). The mixture was stirred for 1 h after which dimethyldisulfide (1.0 ml, 13.9 mmol) was added dropwise. The resulting mixture was stirred at −78° C. for 30 min and then brought to ambient temperature. Water (100 ml) was added and the mixture was extracted with ethylacetate (3×100 ml). The combined organic phases was dried (MgSO4), filtered and evaporated to dryness. The residue was purified by flash column chromatography (isooctane) to give the title compound (1.23 g). MS m/z (rel. intensity, 70 eV) 240 (M+, 28), 238 (M+, bp), 236 (71), 205 (29), 142 (27).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763639B2
Source datasetuspto-grants-2010_07
ORD IDord-a964219617a74b73a657412ec5e77d39
Source noteuspto-grants-2010_07