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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 413335Generated: October 29, 2026

O-Phenylenediamine → 1H,3H-2,1,3-Benzothiadiazole 2,2-dioxide

https://huagongshe.com/reaction/413335

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-PhenylenediamineHCID 7243—
ReactantSulfamideHCID 82267—
SolventDiglymeHCID 8150—
Product1H,3H-2,1,3-Benzothiadiazole 2,2-dioxideHCID 15372—

Reaction Steps

A solution of 1,2-phenylenediamine (91 mg, 0.84 mmol) and sulfamide (81 mg, 0.84 mmol) in diglyme (2.5 ml) is stirred at 155° C. for 1.5 h. After cooling to RT, the reaction solution is poured into ice-water (15 ml) and the product is extracted with ethyl acetate. The solvent is distilled off under reduced pressure and the red residue is purified by flash chromatography (1:1 ethyl acetate/toluene).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06566390B2
Source datasetuspto-grants-2003_05
ORD IDord-9321dd54bd3a40b3954c58c3f0ac2791
Source noteuspto-grants-2003_05