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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2268744Generated: October 31, 2026

Hydrochloric Acid → 6-Chloro-3-fluoro-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide

https://huagongshe.com/reaction/2268744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantCesium fluorideHCID 25953—
Reactant3,6-Dichloro-4h-thieno[3,2-e][1,2,4]thiadiazine 1,1-dioxideHCID 11832058—
SolventDimethyl SulfoxideHCID 679—
Product6-Chloro-3-fluoro-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxideHCID 1092269180.2%

Reaction Conditions

Temperature155 °C

Reaction Steps

A mixture of 3,6-dichloro-4H-thieno[3,2-e]-1,2,4-thiadiazine 1,1-dioxide (257 mg, 1.0 mmol) and cesium fluoride (456 mg, 3.0 mmol) in dry DMSO (1 ml) was stirred for 16 h at 155° C. in a sealed flask. Water (3 ml) was added to the cooled mixture followed by 4M hydrochloric acid to pH <2. The precipitated beige solid was isolated by filtration, washed with water and dried to give 193 mg (80%) of the title compound; 1H-NMR (DMSO-d6): δ7.09 (s, 1H), 7.34 (br s, 1H; MS: m/e 240/242 (M+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06329367B1
Source datasetuspto-grants-2001_12
ORD IDord-713a9809778d4a4694fefad9ebe3c6c5
Source noteuspto-grants-2001_12