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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1679462Generated: October 31, 2026

Dimethylformamide → 5-[(Ethoxymethyl)sulfanyl]-2-nitroaniline

https://huagongshe.com/reaction/1679462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantChloromethyl ethyl etherHCID 18523—
ReactantSodium hydrideHCID 24758—
Reactant3-Amino-4-nitrobenzene-1-thiolHCID 21318022—
SolventWaterHCID 962—
Product5-[(Ethoxymethyl)sulfanyl]-2-nitroanilineHCID 20371200—

Reaction Steps

A solution of 3.4 g. of 2-nitro-5-mercaptoaniline in 20 ml. of DMF is treated with 0.5 g. of 100% sodium hydride, and 2.2 g. of chloromethyl-ethyl ether is added to the solution. After 30 minutes at 20°-25° C, the solution is diluted with water and extracted with chloroform. Removal of the chloroform leaves 2-nitro-5-(ethoxymethylthio) aniline as an oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04080461
Source datasetuspto-grants-1978_03
ORD IDord-2e0016253a8f401ca60545fc40d98184
Source noteuspto-grants-1978_03