Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1819975Generated: October 31, 2026

Sulfuric Acid → 5-Bromo-benzo[2,1,3]thiadiazole

https://huagongshe.com/reaction/1819975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSulfuric AcidHCID 1118—
ReactantThionyl ChlorideHCID 24386—
Reactant4-Bromobenzene-1,2-diamineHCID 323593—
Product5-Bromo-benzo[2,1,3]thiadiazoleHCID 2776295—

Reaction Steps

A mixture was prepared by mixing 4.0 g (21 mmol) of 4-bromo-o-phenylenediamine, 14 mL of thionyl chloride and 0.62 mL of concentrated sulfuric acid and was refluxed for one hour. This mixture was cooled and then poured onto ice, and a resulting precipitate was filtered and collected. This precipitate was washed with water till the waste water became neutral and then thoroughly dried to yield 4.5 g of 5-bromo-2,1,3-benzothiadiazole as a crude product (melting point, 48 to 50° C.; yield, 96.5%). This crude product was vacuum-distilled to yield a pure product of 5-bromo-2,1,3-benzothiadiazole (melting point, 50° C.; yield, 86%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07601873B2
Source datasetuspto-grants-2009_10
ORD IDord-6cfe779b6938441ab4cce23a72fcf8f8
Source noteuspto-grants-2009_10