Methylamine → N-methyl-1-(3-nitrophenyl)methanesulfonamide

HRID 1891000Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1891000
[CH3:1][NH2:2].[N+:3]([C:6]1[CH:7]=[C:8]([CH2:12][S:13](Cl)(=[O:15])=[O:14])[CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4]>C1C=CC=CC=1>[N+:3]([C:6]1[CH:7]=[C:8]([CH2:12][S:13]([NH:2][CH3:1])(=[O:15])=[O:14])[CH:9]=[CH:10][CH:11]=1)([O-:5])=[O:4]

Komponenten

4

Edukt 2

HCID 6329MethylamineHCID 13196775(3-Nitrophenyl)methanesulfonyl chloride

Produkt 1

HCID 13286046N-methyl-1-(3-nitrophenyl)methanesulfonamideAusbeute 87,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

40% aqueous methylamine (10 mL, 0.1 mol) was added to a vigorously stirred solution of (3-Nitrophenyl)methanesulfonyl chloride (1.18 g, 5 mmol) in benzene (30 mL) and allowed to stir for 2 h at room temperature. To this end, the benzene layer was separated, and the aqueous layer extracted with CH2Cl2 (2×25 mL). The combined organic layers were washed with saturated aqueous NaHCO3 (30 mL), water (30 mL), filtered over anhydrous Na2SO4, filtered and the solvent removed under reduced pressure to give 1.01 g (87%) of (3-nitrophenyl)-N-methylmethanesulfonamide as colorless crystals.

Aufarbeitung

  1. customTo this end, the benzene layer was separated
  2. extractionthe aqueous layer extracted with CH2Cl2 (2×25 mL)
  3. washThe combined organic layers were washed with saturated aqueous NaHCO3 (30 mL), water (30 mL)
  4. filtrationfiltered over anhydrous Na2SO4
  5. filtrationfiltered
  6. customthe solvent removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-a2ef2018ab324f2482fe20ffa3f88998
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507498B2

Notizen zur Reaktion

Wird geladen…