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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 470651Generated: October 26, 2026

Toluene → N'-hydroxycyclohexanecarboximidamide

https://huagongshe.com/reaction/470651

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantCyanocyclohexaneHCID 69834—
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantSodium BicarbonateHCID 516892—
SolventIsopropanolHCID 3776—
ProductN'-hydroxycyclohexanecarboximidamideHCID 178513282—

Reaction Steps

To a solution of 1.9 g (27.4 mmol) of hydroxylamine hydrochloride in 22 mL of isopropyl alcohol, 3.3 g (40.3 mmol) of sodium bicarbonate was added. The resulting mixture was stirred at 25° C. to 30° C. for 10-15 min. 2.0 g (18.3 mmol) of cyclohexanecarbonitrile was added and stirred at 80° C. to 85° C. for 3-4 h. After the reaction period, the reaction mass was cooled to 25° C. to 30° C., filtered and washed with 10 mL of isopropyl alcohol. The filtrate was collected and distilled out completely to obtain a crude residue. The residue was chased with 5 mL of toluene, to yield the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629277B2
Source datasetuspto-grants-2014_01
ORD IDord-95d1f5fc877e4904a3e837b3c0858057
Source noteuspto-grants-2014_01