Tert-Butylamine → 2-(4-Nitro-phenyl)-ethanesulfonic acid tert-butylamide

HRID 1711288Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1711288
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[N+:6]([C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH2:16][S:17](Cl)(=[O:19])=[O:18])=[CH:11][CH:10]=1)([O-:8])=[O:7]>C1COCC1>[C:1]([NH:5][S:17]([CH2:16][CH2:15][C:12]1[CH:13]=[CH:14][C:9]([N+:6]([O-:8])=[O:7])=[CH:10][CH:11]=1)(=[O:18])=[O:19])([CH3:4])([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 6385Tert-ButylamineHCID 27611752-(4-nitrophenyl)ethanesulfonyl Chloride

Produkt 1

HCID 685055592-(4-Nitro-phenyl)-ethanesulfonic acid tert-butylamideAusbeute 62 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of tert-BuNH2 (15.6 mL, 148 mmol) in THF (50 mL) at 0° C., 2-(4-nitro-phenyl)-ethanesulfonyl chloride (WO 2006010079, 1.9 g, 7.6 mmol) was added portionwise. The resulting mixture was stirred for 24 h at RT. The solvent was removed in vacuo and the residue was taken up in DCM (50 mL) and cold 0.5 N HCl (50 mL). The organic layer was separated, dried (Na2SO4) and concentrated to obtain 2-(4-nitro-phenyl)-ethanesulfonic acid tert-butylamide (1.3 g, 62%) which was used directly without further purification.

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customThe organic layer was separated
  3. dry with materialdried (Na2SO4)
  4. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-104fb777ceed4c918a161632e419da38
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07790724B2

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