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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 561368Generated: October 31, 2026

Dimethylformamide → 1-[(Ethylsulfanyl)methyl]-2-nitrobenzene

https://huagongshe.com/reaction/561368

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
Reactantalpha-Bromo-2-nitrotolueneHCID 77569—
ReactantSodium ethanethiolateHCID 4459711—
SolventWaterHCID 962—
Product1-[(Ethylsulfanyl)methyl]-2-nitrobenzeneHCID 58392387—

Reaction Steps

10.0 g (46.3 mmol) of 2-nitrobenzyl bromide were introduced into 100 ml of DMF at 0° C., 3.89 g (46.3 mmol) of sodium ethanethiolate were added in portions, and the mixture was stirred at RT for 4 h. It was diluted with water and extracted with ethyl acetate, and the organic phase was dried over magnesium sulfate, filtered and concentrated. The residue was purified by flash chromatography (mobile phase: cyclohexane/ethyl acetate 9/1) to result in 7.40 g (81% of theory) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063234B2
Source datasetuspto-grants-2011_11
ORD IDord-a2a59b2d0dd64073a9cfbfc157502687
Source noteuspto-grants-2011_11