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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2182909Generated: October 29, 2026

Water → 5-{(1R)-4-Cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazole-3-carboxamide Monohydrate

https://huagongshe.com/reaction/2182909

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant(R)-5-(6-cyclohexyl-1-(hydroxyamino)-1-oxohexan-3-yl)-1,2,4-oxadiazole-3-carboxamideHCID 9818682—
SolventTetrahydrofuranHCID 8028—
Product5-{(1R)-4-Cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazole-3-carboxamide MonohydrateHCID 86583700164.7%

Reaction Steps

A solution of 5-{(1R)-4-cyclohexyl-1-[2-(hydroxyamino)-2-oxoethyl]butyl}-1,2,4-oxadiazole-3-carboxamide (1.58 Kg, 4.86 mol) in tetrahydrofuran (15 liters) was heated to 40° C. and demineralised water (26 liters) was added to give a hazy solution. The mixture was allowed to cool to ambient temperature where it was stirred for 24 hours. The mixture was cooled to 52° C. and stirred for 1 hour. The precipitate was collected by filtration and dried in vacuo (38° C., 100 mbar) to afford the title compound as a colourless solid (1.37 Kg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06897306B2
Source datasetuspto-grants-2005_05
ORD IDord-f528d9ac709d4e6ab98607d6fcf346e3
Source noteuspto-grants-2005_05