Water → 3-(Methylthio)-2-nitroaniline

HRID 869534Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 869534
Cl[C:2]1[C:3]([N+:9]([O-:11])=[O:10])=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5].[CH3:12][S-:13].[Na+].O>CN(C=O)C>[CH3:12][S:13][C:2]1[C:3]([N+:9]([O-:11])=[O:10])=[C:4]([CH:6]=[CH:7][CH:8]=1)[NH2:5]

Komponenten

5

Edukt 3

HCID 962WaterHCID 1010683-Chloro-2-nitroanilineHCID 4378561Sodium methanethiolate

Produkt 1

HCID 109761553-(Methylthio)-2-nitroanilineAusbeute 79,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

[step 1] Commercially available 3-chloro-2-nitroaniline (3.0 g, 17 mmol) was dissolved in DMF (87 mL), sodium thiomethoxide (1.54 g, 21 mmol) was added, and the mixture was stirred at room temperature for 3 hr. The reaction was discontinued with water, and the mixture was extracted with ethyl acetate, and the extract was dried over sodium sulfate and filtered. The filtrate was concentrated under reduced pressure. The residue was crystallized from isopropyl ether to give 3-(methylthio)-2-nitroaniline (2.5 g, 78%).

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. dry with materialthe extract was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationThe filtrate was concentrated under reduced pressure
  5. customThe residue was crystallized from isopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-ef5dafacb0064278a6d9b9209853f97b
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969345B2

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