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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922710Generated: November 1, 2026

Ammonium thiocyanate → HCID 178521083, compound

https://huagongshe.com/reaction/922710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium thiocyanateHCID 15666—
Reactant(3R,4R,5S,6R)-3-amino-6-(hydroxymethyl)oxane-2,4,5-triol hydrochlorideHCID 2723635—
SolventWaterHCID 962—
ProductHCID 178521083HCID 17852108350%

Reaction Conditions

Temperature84.5 °C

Reaction Steps

To glucosamine hydrochloride (200 g, 0.928 mol) were added water (300 mL) and ammonium thiocyanate (212 g, 2.78 mol, 3.0 equivalents) at 25° C., and the mixture was stirred at 80 to 89° C. for 8 hr. The reaction mixture was allowed to cool to 60° C., water (300 mL) and seed crystals were added thereto, and the mixture was stirred at 25 to 40° C. for 15 hr. The crystals were collected by filtration, washed twice with water (100 mL), and vacuum-dried (50° C.) to a constant amount to give (1R,2S,3R)-1-(2-sulfanyl-1H-imidazol-4-yl)butane-1,2,3,4-tetraol (101.4 g). yield 50%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278938B2
Source datasetuspto-grants-2016_03
ORD IDord-01fa24a65bfc4cde93e522f09e0bf815
Source noteuspto-grants-2016_03