2,4-Dichloroaniline → HCID 13090793, compound

HRID 1249471Notes

Reaction equation

HRID 1249471 reaction equation
[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[C:9]([Cl:12])[CH:8]=[CH:7][C:6]=2[CH:13]=O.[Cl:15][C:16]1[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][C:17]=1[NH2:18]>>[Cl:1][C:2]1[CH:3]=[N:4][C:5]2[C:10]([CH:11]=1)=[C:9]([Cl:12])[CH:8]=[CH:7][C:6]=2[CH:13]=[N:18][C:17]1[CH:19]=[CH:20][C:21]([Cl:23])=[CH:22][C:16]=1[Cl:15]

Participants

3

Reactant 2

HCID 111232,4-DichloroanilineHCID 13090835HCID 13090835, compound

Product 1

HCID 13090793HCID 13090793, compound

Procedure

20 parts of 3,5-dichloroquinoline-8-carbaldehyde (prepared by a method similar to that in Example 4) and 14.6 parts of 2,4-dichloroaniline in 300 parts of alcohol were refluxed for 3 hours. The solution was cooled and the precipitated product was filtered off with suction and recrystallized from methylglycol. 30 g of 3,5-dichloro-8-(2,4-dichlorophenyliminomethyl)-quinoline of melting point 156° C. were obtained. The yield corresponds to 90% of theory.

Workup

  1. temperaturewere refluxed for 3 hours
  2. temperatureThe solution was cooled
  3. filtrationthe precipitated product was filtered off with suction
  4. customrecrystallized from methylglycol

Sources & evidence

ORD record
ord-ae3fa0e2ee5a4069b082b4033bf6c4ae
Source dataset
uspto-grants-1986_12
Patent number
US04632696

Reaction notes

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