4-Nitroaniline → 4-(Methylsulfonamido)aniline

HRID 709191Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 709191
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[N+:6]([C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[CH:11][CH:10]=1)([O-])=O>C(Cl)Cl.N1C=CC=CC=1>[NH2:6][C:9]1[CH:14]=[CH:13][C:12]([NH:15][S:2]([CH3:1])(=[O:4])=[O:3])=[CH:11][CH:10]=1

Komponenten

5

Edukt 2

HCID 74754-NitroanilineHCID 31297Methanesulfonyl chloride

Produkt 1

HCID 37325774-(Methylsulfonamido)anilineAusbeute 107,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittel2×HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of pyridine (50 mL) and MsCl (15.86 g, 139.13 mmol) in DCM (150 mL) was added the solution of 4-nitrobenzenamine (16.0 g, 115.94 mmol) in pyridine (100 mL) at 0° C. The mixture was stirred at room temperature for 4 h. The volatiles were removed under reduced pressure. The residue was rinsed with water (200 mL×3) and dried under reduced pressure to afford the title compound as a yellow powder (23.20 g, yield 95%).

Aufarbeitung

  1. customThe volatiles were removed under reduced pressure
  2. washThe residue was rinsed with water (200 mL×3)
  3. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-7b076d18e2c643b1aa33278859d70624
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09180119B2

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