Pyridine → N-(2-Chloro-4-fluorosulphonylphenyl)-2-acetoxy-2-methylpropanamide

HRID 433331Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 433331
[Cl:1][C:2]1[CH:8]=[C:7]([S:9]([F:12])(=[O:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH2:4].[C:13]([O:16][C:17]([CH3:22])([CH3:21])[C:18](Cl)=[O:19])(=[O:15])[CH3:14].N1C=CC=CC=1>C(Cl)Cl>[Cl:1][C:2]1[CH:8]=[C:7]([S:9]([F:12])(=[O:11])=[O:10])[CH:6]=[CH:5][C:3]=1[NH:4][C:18](=[O:19])[C:17]([O:16][C:13](=[O:15])[CH3:14])([CH3:22])[CH3:21]

Komponenten

5

Edukt 3

HCID 1049PyridineHCID 1234962-Acetoxyisobutyroyl chlorideHCID 2827514-Amino-3-chlorobenzenesulfonyl fluoride

Produkt 1

HCID 18758703N-(2-Chloro-4-fluorosulphonylphenyl)-2-acetoxy-2-methylpropanamideAusbeute 49,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2-chloro-4-fluorosulphonylaniline (2.5 g, 12 mmol), 2-acetoxyisobutyryl chloride (2.35 g, 14 mmol) and pyridine (1.2 ml, 14.5 mmol), in DCM (50 ml) was stirred at ambient temperature for 18 h. The mixture was washed with water, dried and evaporated to dryness. The residue was purified by column chromatography using 25% EtOAc/isohexane and the oily product, the title compound (2.0 g, 5.9 mmol), solidified on standing. MS: 336.

Aufarbeitung

  1. washThe mixture was washed with water
  2. customdried
  3. customevaporated to dryness
  4. customThe residue was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-4be0baf51a11426498c953b2f9f7af64
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06667342B1

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