2,4-Dichloroaniline → 2-[3-(2,4-Dichlorophenylamino)-4-nitrophenyl]-2-methyl-1,3-dioxolane

HRID 1087183Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1087183
Cl[C:2]1[CH:3]=[C:4]([C:11]2([CH3:16])[O:15][CH2:14][CH2:13][O:12]2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9].[Cl:17][C:18]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:19]=1[NH2:20].C(=O)([O-])[O-].[K+].[K+]>C(OCC)(=O)C>[Cl:17][C:18]1[CH:24]=[C:23]([Cl:25])[CH:22]=[CH:21][C:19]=1[NH:20][C:2]1[CH:3]=[C:4]([C:11]2([CH3:16])[O:15][CH2:14][CH2:13][O:12]2)[CH:5]=[CH:6][C:7]=1[N+:8]([O-:10])=[O:9]

Komponenten

5

Edukt 3

HCID 111232,4-DichloroanilineHCID 11430Potassium CarbonateHCID 100374432-(3-Chloro-4-nitrophenyl)-2-methyl-1,3-dioxolane

Produkt 1

HCID 198177092-[3-(2,4-Dichlorophenylamino)-4-nitrophenyl]-2-methyl-1,3-dioxolaneAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
200 °C

Versuchsvorschrift

A mixture of 2-(3-chloro-4-nitrophenyl)-2-methyl-1,3-dioxolane (8 g), 2,4-dichloroaniline (10.6 g), cupric oxide (0.8 g) and potassium carbonate (5.4 g) was stirred for 3 hours at 200° C. Ethyl acetate (100 ml) was added to the mixture, stirred and filtered. The filtrate was washed with water, dried and evaporated to dryness. The oil (15.5 g) was purified by column chromatography on silica gel (150 g) eluting with toluene to give an oil of 2-[3-(2,4-dichlorophenylamino)-4-nitrophenyl]-2-methyl-1,3-dioxolane (9.7 g).

Aufarbeitung

  1. stirringstirred
  2. filtrationfiltered
  3. washThe filtrate was washed with water
  4. customdried
  5. customevaporated to dryness
  6. customThe oil (15.5 g) was purified by column chromatography on silica gel (150 g)
  7. washeluting with toluene

Quellen und Nachweise

ORD-Eintrag
ord-712b1397105c49dfaec0dc1971e7beb1
Quelldatensatz
uspto-grants-1991_07
Patentnummer
US05034417

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