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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 869534Generated: October 25, 2026

Water → 3-(Methylthio)-2-nitroaniline

https://huagongshe.com/reaction/869534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant3-Chloro-2-nitroanilineHCID 101068—
ReactantSodium methanethiolateHCID 4378561—
SolventDimethylformamideHCID 6228—
Product3-(Methylthio)-2-nitroanilineHCID 1097615579.8%

Reaction Steps

[step 1] Commercially available 3-chloro-2-nitroaniline (3.0 g, 17 mmol) was dissolved in DMF (87 mL), sodium thiomethoxide (1.54 g, 21 mmol) was added, and the mixture was stirred at room temperature for 3 hr. The reaction was discontinued with water, and the mixture was extracted with ethyl acetate, and the extract was dried over sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was crystallized from isopropyl ether to give 3-(methylthio)-2-nitroaniline (2.5 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08969345B2
Source datasetuspto-grants-2015_03
ORD IDord-ef5dafacb0064278a6d9b9209853f97b
Source noteuspto-grants-2015_03