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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 557206Generated: October 30, 2026

Dimethyl Sulfoxide → HCID 53842401, compound

https://huagongshe.com/reaction/557206

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantSodium CyanideHCID 8929—
Reactant2-AMino-N-(2,3-dihydro-benzo[1,4]dioxin-6-ylMethyl)-acetaMideHCID 22418862—
SolventEthyl AcetateHCID 8857—
ProductHCID 53842401HCID 5384240168.8%

Reaction Conditions

Temperature65 °C

Reaction Steps

Add (2,3-Dihydrobenzo[1,4]dioxin-5-yl)-chloromethane (1.9 g, 10.2 mmol) and sodium cyanide (655 mgs, 13.3 mmol) to dimethylsulfoxide (20 mL). Stir under nitrogen at 65° C. for 18 hours. Dilute the reaction with ethyl acetate, wash with 0.1 molar aqueous sodium carbonate and aqueous saturated sodium chloride. Dry the organic phase over anhydrous magnesium sulfate, filter and concentrate under reduced pressure. Chromatograph on flash silica using a gradient from neat hexane to 50% ethyl acetate in hexane to obtain 1.23 g (68%) of the desired compound as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08058425B2
Source datasetuspto-grants-2011_11
ORD IDord-b4a0b89e0ac84fa3ae363e9cb3c66c9f
Source noteuspto-grants-2011_11