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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183230Generated: October 25, 2026

2-Butanone oxime → 1,3-Dicyclohexyl-O-(N-2-butylideneamino)-isourea

https://huagongshe.com/reaction/1183230

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butanone oximeHCID 7292—
ReactantDicyclohexylcarbodiimideHCID 10868—
CatalystSodium HydroxideHCID 14798—
SolventTetrahydrofuranHCID 8028—
Product1,3-Dicyclohexyl-O-(N-2-butylideneamino)-isoureaHCID 8666463376.6%

Reaction Steps

To a solution of methylethylketone oxime (4.6 g, 0.053 mol) in dry THF (30 ml) is added finely powdered NaOH (0.15 g) and dicyclohexylcarbodiimide (10.3 g, 0.05 mol). The mixture is then stirred 5 h at room temperature under argon. The turbid mixture is thereafter filtered and evaporated under reduced pressure. The residue is stirred 10 minutes with acetonitrile (30 ml), the acetonitrile phase is then discarded, the oily residue is dissolved in dichloromethane (30 ml), filtered and evaporated to afford 11.24 g of the title compound as a slightly yellow liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08664288B2
Source datasetuspto-grants-2014_03
ORD IDord-f82b7ea3cd4e4be88badaef144abbde3
Source noteuspto-grants-2014_03