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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713821Generated: October 29, 2026

(Diethylamino)sulfur trifluoride → 2-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-fluoro-ethoxy)-ethyl]methylamino}naphthalene

https://huagongshe.com/reaction/713821

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(Diethylamino)sulfur trifluorideHCID 123472—
Reactant2-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-hydroxy-ethoxy)-ethyl]methylamino}naphthaleneHCID 118509367—
SolventDichloromethaneHCID 6344—
Product2-(1,1-Dicyanopropen-2-yl)-6-{[2-(2-fluoro-ethoxy)-ethyl]methylamino}naphthaleneHCID 11850937060%

Reaction Steps

0.20 g (0.6 mmol) of the fifth compound 5 is obtained to be dissolved in 10 mL of anhydrous methylene chloride. 0.16 mL (1.2 mmol) of (diethylamino)sulfur trifluoride (DAST) is added at 0° C. for reaction at a room temperature for 16 hrs. After the reaction is completed, extraction is processed with water and dichloromethane. An organic phase is collected with water removed by sodium sulfate and is concentrated under reduced pressure to be separated and purified by liquid chromatography. Thus, the final product 6,2-(1,1-dicyanopropen-2-yl)-6-{[2-(2-fluoro-ethoxy)-ethyl]methylamino}naphthalene, is obtained, which has a weight of 0.12 g and a yield of 60.0%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09186423B1
Source datasetuspto-grants-2015_11
ORD IDord-9317fb5f11cb4175a22c83d7132a8e46
Source noteuspto-grants-2015_11