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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1059293Generated: October 30, 2026

Ammonium Chloride → 3-Amino-4-[(3-chloropyrazin-2-yl)thio]benzyl alcohol

https://huagongshe.com/reaction/1059293

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant4-[(3-Chloropyrazin-2-yl)thio]-3-nitrobenzyl alcoholHCID 11437964—
CatalystIronHCID 23925—
SolventWaterHCID 962—
SolventIsopropanolHCID 3776—
SolventTetrahydrofuranHCID 8028—
Product3-Amino-4-[(3-chloropyrazin-2-yl)thio]benzyl alcoholHCID 23564135102.2%

Reaction Steps

1.60 g of 4-[(3-chloropyrazin-2-yl)thio]-3-nitrobenzyl alcohol was dissolved in a solvent mixture of tetrahydrofuran (20 ml)/2-propanol (20 ml)/water (7 ml). After adding 0.16 g of ammonium chloride and 1.50 g of iron powder, the resulting mixture was heated under reflux for 30 minutes. Then the reaction mixture was filtered through celite and concentrated under reduced pressure. After adding ethanol, the reaction mixture was concentrated under reduced pressure. Then tetrahydrofuran was added to the residue and the insoluble matters were separated by filtration. After distilling off the solvent under reduced pressure, 1.47 g of the title compound was obtained as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06518423B1
Source datasetuspto-grants-2003_02
ORD IDord-9374dddd8b6943478e4aa9e8b249cda0
Source noteuspto-grants-2003_02