Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 30801Generated: October 28, 2026

Thiophosgene → 4-(2-Chloro-5-isothiocyanatophenyl)-3-fluoropyridine

https://huagongshe.com/reaction/30801

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiophosgeneHCID 10040—
ReactantSodium BicarbonateHCID 516892—
Reactant4-Chloro-3-(3-fluoropyridin-4-yl)benzenamineHCID 69004657—
SolventAcetoneHCID 180—
Product4-(2-Chloro-5-isothiocyanatophenyl)-3-fluoropyridineHCID 86045329—

Reaction Conditions

Temperature0 °C

Reaction Steps

The mixture containing 4-chloro-3-(3-fluoropyridin-4-yl)benzenamine (1 eq) and sodium bicarbonate (2 eq) in acetone was treated with thiophosgene (2 eq) and stirred for 5 minutes at 0° C. Reaction then concentrated and partitioned between ethyl acetate and water. Organic layer dried over sodium sulfate and sodium bicarbonate and concentrated to give 4-(2-chloro-5-isothiocyanatophenyl)-3-fluoropyridine. HPLC=5.54 min; MS: MH+=265.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07423150B2
Source datasetuspto-grants-2008_09
ORD IDord-268b0d3cd39b4da6b661c20374790de7
Source noteuspto-grants-2008_09