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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 37580Generated: October 28, 2026

Diphosgene → 5-Isocyanato-2-(2,2,2-trifluoroethyl)-2-trifluoromethyl-1,3-benzodioxole

https://huagongshe.com/reaction/37580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiphosgeneHCID 10426—
Reactant5-Amino-2-(2,2,2-trifluoroethyl)-2-trifluoromethyl-1,3-benzodioxoleHCID 54171543—
Solvent1,4-DioxaneHCID 31275—
Product5-Isocyanato-2-(2,2,2-trifluoroethyl)-2-trifluoromethyl-1,3-benzodioxoleHCID 1899594184.2%

Reaction Conditions

Temperature110 °C

Reaction Steps

37 g of the product of Example 33 were dissolved in 50 ml of absolute 1,4-dioxane, and a solution of 13.5 g of diphosgene in 80 ml of absolute 1,4-dioxane was added. The mixture was then stirred for 6 hours at 110° C. (bath temperature), the solvent was then removed under vacuum and the remaining residue was subjected to fractional distillation under vacuum to give 18 g of product (=44% of theory) with a boiling point of 63° C. at 0.1 mbar. NMR: -59.3 and -85.0 ppm. 1H NMR: 3.0 ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05420309
Source datasetuspto-grants-1995_05
ORD IDord-736b9ea5027648c8a3746f1d33760ede
Source noteuspto-grants-1995_05