N-(2-fluoro-4-nitrobenzyl)methanesulfonamide → N-(4-amino-2-fluorobenzyl)methanesulfonamide

HRID 1428739Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1428739
[F:1][C:2]1[CH:13]=[C:12]([N+:14]([O-])=O)[CH:11]=[CH:10][C:3]=1[CH2:4][NH:5][S:6]([CH3:9])(=[O:8])=[O:7]>O1CCCC1.C(O)C.[Pd]>[NH2:14][C:12]1[CH:11]=[CH:10][C:3]([CH2:4][NH:5][S:6]([CH3:9])(=[O:8])=[O:7])=[C:2]([F:1])[CH:13]=1

Komponenten

5

Edukt 1

HCID 86679366N-(2-fluoro-4-nitrobenzyl)methanesulfonamide

Produkt 1

HCID 86679367N-(4-amino-2-fluorobenzyl)methanesulfonamideAusbeute 86,5 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23938PalladiumKatalysatorHCID 702EthanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a stirred solution of N-(2-fluoro-4-nitrobenzyl)methanesulfonamide (250 mg, 1.007 mmol) in tetrahydrofuran and ethanol as co-solvent were added 10% Pd/C (25 mg). The mixture was charged with H2 (gas) balloon. The resulting mixture was stirred for 15 h, then filtered by using celite. The filtrate was removed in vacuo. The crude was purified by column chromatography. N-(4-Amino-2-fluorobenzyl)methanesulfonamide (190 mg) was obtained as 86% yield.

Aufarbeitung

  1. additionThe mixture was charged with H2 (gas) balloon
  2. filtrationfiltered
  3. customThe filtrate was removed in vacuo
  4. customThe crude was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-17862222d0ab44c58a5ceb989df33303
Quelldatensatz
uspto-grants-2015_01
Patentnummer
US08937092B2

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