Methanesulfonyl chloride → N-(2-fluoro-4-nitrobenzyl)methanesulfonamide

HRID 1428738Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1428738
[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][NH2:12].[CH3:13][S:14](Cl)(=[O:16])=[O:15]>N1C=CC=CC=1.ClCCl>[F:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[CH:5]=[CH:4][C:3]=1[CH2:11][NH:12][S:14]([CH3:13])(=[O:16])=[O:15]

Komponenten

5

Edukt 2

HCID 31297Methanesulfonyl chlorideHCID 45121148(2-Fluoro-4-nitrophenyl)methanamine

Produkt 1

HCID 86679366N-(2-fluoro-4-nitrobenzyl)methanesulfonamideAusbeute 88,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a stirred solution of (2-fluoro-4-nitrophenyl)methanamine (194 mg, 1.140 mmol) in pyridine, cooled to 0° C., were added methanesulfonyl chloride (248 mg, 2.166 mmol). The resulting reaction mixture was stirred for 1 h at room temperature. The mixture was dissolved in dichloromethane and washed with 1N HCl. The organic layer was dried over magnesium sulfate and filtered. The filtrate removed in vacuo. The crude was purified by column chromatography. N-(2-Fluoro-4-nitrobenzyl)methanesulfonamide (250 mg) was obtained as 88% yield.

Aufarbeitung

  1. customThe resulting reaction mixture
  2. washwashed with 1N HCl
  3. dry with materialThe organic layer was dried over magnesium sulfate
  4. filtrationfiltered
  5. customThe filtrate removed in vacuo
  6. customThe crude was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-943dac51f85845d9b70727e7e4d5244d
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08937092B2

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