Acetyl chloride → N-{4-[(4-fluorophenyl)sulfanyl]phenyl}acetamide

HRID 371515

Reaktionsgleichung

Reaktionsgleichung von HRID 371515
[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[C:23](Cl)(=[O:25])[CH3:24]>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][C:5]([S:8][C:9]2[CH:14]=[CH:13][C:12]([NH:15][C:23](=[O:25])[CH3:24])=[CH:11][CH:10]=2)=[CH:4][CH:3]=1

Komponenten

5

Edukt 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 27747404-[(4-Fluorophenyl)sulfanyl]aniline

Produkt 1

HCID 1486273N-{4-[(4-fluorophenyl)sulfanyl]phenyl}acetamide

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel2×

Versuchsvorschrift

A 2.19 g portion of this amine was dissolved in 50 ml of dichloromethane, cooled in an ice bath and treated with 1.52 g of triethylamine. The mixture was then treated dropwise with a solution of 1.18 g of acetyl chloride in 20 ml of dichloromethane over 20 minutes. This mixture was stirred at room temperature overnight, then the solution was washed successively with water, saturated aqueous sodium bicarbonate, water and brine, dried over magnesium sulfate, filtered and concentrated to dryness. The residue was recrystallized from methanol-water, giving 2.26 g of the desired product as colorless crystals, mp 140°-141° C.

Aufarbeitung

  1. temperaturecooled in an ice bath
  2. washthe solution was washed successively with water, saturated aqueous sodium bicarbonate, water and brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated to dryness
  6. customThe residue was recrystallized from methanol-water

Quellen und Nachweise

ORD-Eintrag
ord-c8aa9d73a50f496f9dc880b3e551b0e3
Quelldatensatz
uspto-grants-1985_07
Patentnummer
US04532349

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