Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1415585Generated: November 2, 2026

Ammonium Chloride → (4-Amino-2-chloro-5-methylphenyl)(4-chlorophenyl)acetonitrile

https://huagongshe.com/reaction/1415585

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2-[2-Chloro-4-(hydroxyimino)-5-methylcyclohexa-2,5-dien-1-ylidene]-2-(4-chlorophenyl)acetonitrileHCID 70054—
CatalystIronHCID 23925—
SolventTolueneHCID 1140—
Product(4-Amino-2-chloro-5-methylphenyl)(4-chlorophenyl)acetonitrileHCID 2723752—

Reaction Steps

A mixture of 40 parts of 4-chloro-α-[2-chloro-4-(hydroxyimino)-5-methyl-2,5-cyclohexadien-1-ylidene]benzeneacetonitrile, 50 parts of iron-powder, 1500 parts of ammonium chloride solution 0.78N and 270 parts of methylbenzene is stirred and refluxed overnight. The reaction mixture is filtered over hyflo and the filter-cake is washed with 4-methyl-2-pentanone. The filtrate is dried, filtered and evaporated. The solid residue is crystallized from methylbenzene. The product is filtered off and recrystallized from methylbenzene, yielding 4-amino-2-chloro-α-(4-chlorophenyl)-5-methylbenzeneacetonitrile; mp. 152.6° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04005218
Source datasetuspto-grants-1977_01
ORD IDord-126b345fdc694b8ebbc98f895108ff60
Source noteuspto-grants-1977_01