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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1086955Generated: October 31, 2026

Diphosgene → 6-Fluoro-5-isocyanato-3-propargyl-2-benzothiazolone

https://huagongshe.com/reaction/1086955

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphosgeneHCID 10426—
Reactant5-Amino-6-fluoro-3-(prop-2-yn-1-yl)-1,3-benzothiazol-2(3H)-oneHCID 13960995—
Solvent1,4-DioxaneHCID 31275—
Product6-Fluoro-5-isocyanato-3-propargyl-2-benzothiazoloneHCID 14306482119.5%

Reaction Steps

To a solution consisting of 3.2 g of 5-amino-6-fluoro-3-propargyl-2-benzothiazolone and 50 g of dioxane were dropwise added 2.4 g of trichloromethyl chlorocarbonate at a temperature in the range of from 5° to 15° C. and the resulting mixture was heated under reflux for six hours. A residue was obtained by distilling off the low-boiling material from the mixture under reduced pressure, and it was dissolved in 150 ml of dried toluene and filtered. From the resulting filtrate toluene was distilled off to obtain 3.6 g of 6-fluoro-5-isocyanato-3-propargyl-2-benzothiazolone having a melting point in the range from 134° to 135° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05034051
Source datasetuspto-grants-1991_07
ORD IDord-d270535522644c6989b460e6755a2f46
Source noteuspto-grants-1991_07