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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1524580Generated: November 2, 2026

Sodium Iodide → N-Methoxy-N-methyl-3-morpholin-4-yl-5-(pentafluorosulfanyl)benzamide

https://huagongshe.com/reaction/1524580

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantCesium carbonateHCID 10796—
ReactantBis(2-bromoethyl) etherHCID 21521—
Reactant3-Amino-N-methoxy-N-methyl-5-pentafluorosulfanylbenzamideHCID 58085703—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductN-Methoxy-N-methyl-3-morpholin-4-yl-5-(pentafluorosulfanyl)benzamideHCID 5813688132%

Reaction Conditions

Temperature130 °C

Reaction Steps

3-Amino-N-methoxy-N-methyl-5-(pentafluorosulfanyl)benzamide (O5.075; 6.3 g) was dissolved in DMF (80 ml), and cesium carbonate (10.1 g), sodium iodide (0.62 g) and bis(2-bromoethyl)ether (19.37 g) were added. The mixture was divided between 10 microwave vessels, each of which was heated to 130° C. for 3 h. Subsequently, the batches were combined and freed of solvent. The residue was taken up in EA and washed with water. The EA phase was dried and concentrated. The residue was purified using silica gel (120 g cartridge, n-heptane/EA gradient of 0-100% within 30 min). 2.48 g of the title compound were obtained. LC-MS rt: 1.41 min [M+H]+: 377.0 (met. a)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079906B2
Source datasetuspto-grants-2015_07
ORD IDord-186dc8882f104543b2f2ba872beda8b7
Source noteuspto-grants-2015_07