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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1521394Generated: October 30, 2026

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

https://huagongshe.com/reaction/1521394

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 numberUS09073923B2
Source datasetuspto-grants-2015_07
ORD IDord-84b9f9bdb92c4ff7943d0bdfa5c0b895
Source noteuspto-grants-2015_07