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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 452948Generated: October 29, 2026

Thiosemicarbazide → 5-(2,2,3,3-Tetrafluoro-1-methylcyclobutyl)-1,3,4-thiadiazol-2-amine

https://huagongshe.com/reaction/452948

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiosemicarbazideHCID 2723789—
Reactant2,2,3,3-Tetrafluoro-1-(methyl)cyclobutanecarbonyl chlorideHCID 53398990—
Solvent1,4-DioxaneHCID 31275—
Product5-(2,2,3,3-Tetrafluoro-1-methylcyclobutyl)-1,3,4-thiadiazol-2-amineHCID 86629849—

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2,2,3,3-tetrafluoro-1-methylcyclobutanecarbonyl chloride (ABCR) (2 g, 9.78 mmol) and thiosemicarbazide (Aldrich) (0.891 g, 9.78 mmol) in 10 mL of dioxane was heated at 90° C. for 12 h. The solvent was evaporated under reduced pressure. The residue was dissolved in dichloromethane and washed with saturated NaHCO3. The organic extract was dried over Na2SO4 and concentrated. The residue was purified by flash chromatography on SiO2 (2% methanol in dichloromethane) to give the title compound. MS (ESI+) m/z 242 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08492371B2
Source datasetuspto-grants-2013_07
ORD IDord-b6b0c885843f40a69088289f3a6f4b04
Source noteuspto-grants-2013_07