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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 653675Generated: October 30, 2026

Hydrochloric Acid → 2-(4-Methylthiobenzyl)amino-5-fluoronitrobenzene

https://huagongshe.com/reaction/653675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4-Fluoro-2-nitroanilineHCID 67769—
Reactant1-(Chloromethyl)-4-(methylthio)benzeneHCID 70128—
ReactantSodium AcetateHCID 517045—
CatalystIodineHCID 807—
Product2-(4-Methylthiobenzyl)amino-5-fluoronitrobenzeneHCID 1495298051.3%

Reaction Conditions

Temperature120 °C

Reaction Steps

24.8 g of 2-amino-5-fluoronitrobenzene and 27.6 g of 4-methylthiobenzyl chloride are mixed and 14.4 g of anhydrous sodium acetate and 0.3 g of iodine are added. The mixture is heated at 120° C. for 12 hours, with stirring, and is then cooled, taken up with a dilute solution of hydrochloric acid and extracted with ethyl acetate. The organic phase is washed with dilute hydrochloric acid and then with water, dried over magnesium sulfate and evaporated to dryness. The oil obtained crystallizes from isopropyl ether to give 23.8 g of 2-(4-methylthiobenzyl)amino-5-fluoronitrobenzene in the form of crystals melting at 117° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05128359
Source datasetuspto-grants-1992_07
ORD IDord-5e3ba0f5d3e549d9a1d8718109009076
Source noteuspto-grants-1992_07