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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 4241Generated: October 26, 2026

Sodium hydride → 2-(2-Methylthioethoxy)nitrobenzene

https://huagongshe.com/reaction/4241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1-Fluoro-2-nitrobenzeneHCID 73895—
Reactant2-(Methylthio)ethanolHCID 78925—
SolventTetrahydrofuranHCID 8028—
Product2-(2-Methylthioethoxy)nitrobenzeneHCID 53910163—

Reaction Conditions

Temperature40 °C

Reaction Steps

16.3 g of 2-hydroxyethylmethyl sulfide are added dropwise at 20°-25° C. to 8.5 g of a 55% NaH suspension in 150 ml of absolute tetrahydrofuran. The mixture is stirred for 1 hour at 20° C. and for 20 minutes at 40° C., and 25 g of 1-fluoro-2-nitrobenzene are subsequently added at 20° C. After the suspension has been stirred for 10 hours at 20° C., the tetrahydrofuran is distilled off in vacuo. Water is added to the residue, and extraction is repeatedly performed with ether. There is thus obtained an oil which can be used without further purification for the following hydrogenation stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04725302
Source datasetuspto-grants-1988_02
ORD IDord-4db7c84e1eb24c088f78a0ceb966e2c1
Source noteuspto-grants-1988_02