Chloroacetyl chloride → N-(2',6'-dichlorophenyl)-N-chloroacetyl-4-methylaniline

HRID 603348

Reaktionsgleichung

Reaktionsgleichung von HRID 603348
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[NH:9][C:10]1[CH:15]=[CH:14][C:13]([CH3:16])=[CH:12][CH:11]=1.[Cl:17][CH2:18][C:19](Cl)=[O:20]>>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[N:9]([C:19](=[O:20])[CH2:18][Cl:17])[C:10]1[CH:11]=[CH:12][C:13]([CH3:16])=[CH:14][CH:15]=1

Komponenten

3

Edukt 2

HCID 6577Chloroacetyl chlorideHCID 57952151N-(2',6'-Dichlorophenyl)-4-methylaniline

Produkt 1

HCID 57952147N-(2',6'-dichlorophenyl)-N-chloroacetyl-4-methylaniline

Versuchsvorschrift

N-(2′,6′-Dichlorophenyl)-4-methylaniline (4.86 g) is reacted with chloroacetylchloride (3.92 g) at 90° C. for 2 h. After dilution with toluene, the mixture is washed with aqueous sodiumcarbonate twice, 40% aqu. sodium bisulfite and water. The organic phase is dried (MgSO4) and evaporated. The residue is recrystallised from ethanol (12 g) to obtain N-(2′,6′-Dichlorophenyl)-N-chloroacetyl (2.83 g), mp: 129.5-130° C.

Aufarbeitung

  1. washAfter dilution with toluene, the mixture is washed with aqueous sodiumcarbonate twice
  2. dry with materialThe organic phase is dried (MgSO4)
  3. customevaporated
  4. customThe residue is recrystallised from ethanol (12 g)
  5. customto obtain N-(2′,6′-Dichlorophenyl)-N-chloroacetyl (2.83 g), mp: 129.5-130° C.

Quellen und Nachweise

ORD-Eintrag
ord-956fed54a7fb4ecaa4fe37157e1534b6
Quelldatensatz
uspto-grants-2011_03
Patentnummer
US07906677B2

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