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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240537Generated: October 31, 2026

Cyclohexene → (E)-N'-(4-Amino-2-cyanophenyl)-N,N-dimethylformimidamide

https://huagongshe.com/reaction/240537

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclohexeneHCID 8079—
ReactantN'-(2-cyano-4-nitrophenyl)-N,N-dimethylmethanimidamideHCID 10900084—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(E)-N'-(4-Amino-2-cyanophenyl)-N,N-dimethylformimidamideHCID 1126393390.7%

Reaction Steps

A solution of N′-(2-cyano-4-nitrophenyl)-N,N-dimethylformamidine (30.0 g, 137 mmol), cyclohexene (200 mL) and 10% Pd on carbon (3.0 g) in methanol (1 L) was refluxed for 10 hours under a hydrogen atmosphere. The hot solution was filtered through Celite and the filtrate was concentrated under reduced pressure. The residue was recrystallized from dichloromethane/carbon tetrachloride to provide the product (23.4 g, 90%) as pale gray crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648087B2
Source datasetuspto-grants-2014_02
ORD IDord-18bf35eb8dd443d18712fea0af66e94f
Source noteuspto-grants-2014_02