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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1013975Generated: October 25, 2026

Sodium sulfate decahydrate → 1-[3-Chloro-5-(methylsulfanyl)phenyl]methanamine hydrochloride

https://huagongshe.com/reaction/1013975

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium sulfate decahydrateHCID 62649—
ReactantAluminium lithium hydrideHCID 21226445—
Reactant3-Chloro-5-(methylthio)benzonitrileHCID 66878686—
SolventTetrahydrofuranHCID 8028—
Product1-[3-Chloro-5-(methylsulfanyl)phenyl]methanamine hydrochlorideHCID 66877840143.4%

Reaction Steps

(Step 2) To a suspension of lithium aluminum hydride (0.79 g) in tetrahydrofuran (200 ml) was added 3-chloro-5-(methylsulfanyl)benzonitrile obtained in Step 1 (3.2 g) at 0° C. The mixture was stirred at room temperature for 3 hr, and treated with sodium sulfate 10 hydrate. The mixture was stirred at room temperature for 30 min, and the inorganic substance was filtered off through celite. The filtrate was concentrated under reduced pressure. The residue was dissolved in methanol, and 4N hydrogen chloride-ethyl acetate solution (5 ml) was added. The mixture was crystallized from methanol-ethyl acetate, and the obtained crystals were washed with ethyl acetate to give 1-[3-chloro-5-(methylsulfanyl)phenyl]methanamine hydrochloride (2.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07982044B2
Source datasetuspto-grants-2011_07
ORD IDord-e2751b74a1d1420681dfe601e99120eb
Source noteuspto-grants-2011_07