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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1167985Generated: October 25, 2026

3,4-Dichloro-1,2,5-thiadiazole → 3-Chloro-4-phenyl-1,2,5-thiadiazole

https://huagongshe.com/reaction/1167985

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3,4-Dichloro-1,2,5-thiadiazoleHCID 79804—
ReactantTributylphenyltinHCID 607632—
CatalystHCID 178418397HCID 178418397—
SolventTolueneHCID 1140—
Product3-Chloro-4-phenyl-1,2,5-thiadiazoleHCID 276404448%

Reaction Steps

1.9 g (0.00517 mol) of tributylphenyl stannane and 0.29 g (0.00025 mol) of tetrakis (triphenylphosphine)palladium(0) were added to a solution of 0.775 g (0.005 mol) of 3,4-dichloro-1,2,5-thiadiazole in 10 mL of toluene under nitrogen and heated at reflux. After 8 h, 0.145 g (1.25×10−4 mol) of tetrakis(triphenylphosphine)palladium(0) were added. After 24 h of reflux, 48% of product formed by quantitative HPLC (versus a reference prepared as reported by L. Weinstock et al., J. Org. Chem., vol. 32, p 2823 (1967)).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06620940B1
Source datasetuspto-grants-2003_09
ORD IDord-83c8cb054e6a45febf5ec5ba39f719a3
Source noteuspto-grants-2003_09