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

HRID 1415585ノート

反応式

HRID 1415585 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 23925Iron触媒HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-126b345fdc694b8ebbc98f895108ff60
出典データセット
uspto-grants-1977_01
特許番号
US04005218

反応ノート

読み込み中…