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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2072477Generated: October 31, 2026

Aniline → 1-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-anilino isonipecotonitrile

https://huagongshe.com/reaction/2072477

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAnilineHCID 6115—
ReactantPotassium CyanideHCID 9032—
ReactantAmmonium HydroxideHCID 14923—
Reactant1-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-oxopiperidineHCID 21408225—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product1-[(3,4-Dihydro-2-naphthalenyl)methyl]-4-anilino isonipecotonitrileHCID 53707030—

Reaction Conditions

Temperature30 °C

Reaction Steps

A mixture of 1-[(3,4-dihydro-2-naphthalenyl)methyl]-4-oxopiperidine (24.0 g), aniline (9.3 g), and glacial acetic acid (70 ml) is cooled to 30° C and heated with a solution of potassium cyanide (7.2 g) in water (20 ml). The resulting mixture is stirred for 16 hours at room temperature. The reaction mixture is poured into aqueous ammonium hydroxide and extracted with chloroform. The organic solution is dried and concentrated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04051248
Source datasetuspto-grants-1977_09
ORD IDord-f55c85131ed143b1bd9418451088a7dd
Source noteuspto-grants-1977_09