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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 408722Generated: October 30, 2026

Water → 5-Methylsulfanyl-2-nitro-4-trifluoromethyl-phenylamine

https://huagongshe.com/reaction/408722

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
Reactant5-Chloro-2-nitro-4-(trifluoromethyl)anilineHCID 2773813—
ReactantSodium methanethiolateHCID 4378561—
SolventSodium chloride; waterHCID 57417360—
Product5-Methylsulfanyl-2-nitro-4-trifluoromethyl-phenylamineHCID 6693727095.3%

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 5-chloro-2-nitro-4-trifluoromethyl-phenylamine (2.02 g, 8.40 mmol) and DMF (40 mL) was added sodium thiomethoxide (0.618 g, 8.82 mmol). The mixture was heated to 90° C. for 50 min, then poured into brine. Water was added to bring the total volume to 300 mL and the orange precipitate was collected to yield the titled compound (2.02 g, 95%). 1H NMR (400 MHz, CDCl3): 8.42 (s, 1H), 6.51 (s, 1H), 6.39 (br s, 2H), 2.53 (s, 3H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759345B2
Source datasetuspto-grants-2014_06
ORD IDord-afe3a7d3daca4331a1d6e08d0ada70f2
Source noteuspto-grants-2014_06