Chloroacetyl chloride → 2-chloro-N-(2-chloro-6-fluorophenyl)-N-(4-methylphenyl)acetamide

HRID 1242256

Reaktionsgleichung

Reaktionsgleichung von HRID 1242256
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F: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].CCCCC>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F: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

5

Edukt 3

HCID 6577Chloroacetyl chlorideHCID 8003PentaneHCID 21100364(2-Chloro-6-fluorophenyl)-P-tolyl-amine

Produkt 1

HCID 46729202-chloro-N-(2-chloro-6-fluorophenyl)-N-(4-methylphenyl)acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
-15 °C

Versuchsvorschrift

A mixture of 25 g (0.11 mol) N-(2′-chloro-6′-fluorophenyl)-4-methylaniline and 40 ml (0.5 mol) of chloroacetylchloride is heated under a nitrogen atmosphere for 15 minutes at 60°. The solvent is evaporated under reduced pressure to give an oil which is dissolved in 25 ml of ethyl acetate. Pentane (250 ml) is added dropwise over 15 minutes to precipitate the product. The mixture is cooled to −15° C. and the solid is filtered and washed with pentane to give N-(2′-chloro-6′-fluorophenyl)-N-chloroacetyl-4-methylaniline, m.p. 80–83°.

Aufarbeitung

  1. temperatureis heated under a nitrogen atmosphere for 15 minutes at 60°
  2. customThe solvent is evaporated under reduced pressure
  3. customto give an oil which
  4. customto precipitate the product
  5. filtrationthe solid is filtered
  6. washwashed with pentane

Quellen und Nachweise

ORD-Eintrag
ord-94074bad72a84be8b1d96a8a12ba9b93
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07115662B2

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