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

HRID 1415585Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1415585
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[C:11]2[CH:16]=[C:15]([CH3:17])[C:14](=[N:18]O)[CH:13]=[C:12]2[Cl:20])[C:9]#[N:10])=[CH:4][CH:3]=1.[Cl-].[NH4+]>[Fe].CC1C=CC=CC=1>[NH2:18][C:14]1[C:15]([CH3:17])=[CH:16][C:11]([CH:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:9]#[N:10])=[C:12]([Cl:20])[CH:13]=1

Komponenten

5

Edukt 2

HCID 25517Ammonium ChlorideHCID 700542-[2-Chloro-4-(hydroxyimino)-5-methylcyclohexa-2,5-dien-1-ylidene]-2-(4-chlorophenyl)acetonitrile

Produkt 1

HCID 2723752(4-Amino-2-chloro-5-methylphenyl)(4-chlorophenyl)acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. temperaturerefluxed overnight
  2. filtrationThe reaction mixture is filtered over hyflo
  3. washthe filter-cake is washed with 4-methyl-2-pentanone
  4. customThe filtrate is dried
  5. filtrationfiltered
  6. customevaporated
  7. customThe solid residue is crystallized from methylbenzene
  8. filtrationThe product is filtered off
  9. customrecrystallized from methylbenzene

Quellen und Nachweise

ORD-Eintrag
ord-126b345fdc694b8ebbc98f895108ff60
Quelldatensatz
uspto-grants-1977_01
Patentnummer
US04005218

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