Ammonia → 2-methoxy-N-[3-(methylthio)-2-nitrophenyl]acetamide

HRID 869535

Reaktionsgleichung

Reaktionsgleichung von HRID 869535
[CH3:1][S:2][C:3]1[C:4]([N+:10]([O-:12])=[O:11])=[C:5]([CH:7]=[CH:8][CH:9]=1)[NH2:6].N1C=CC=CC=1.[CH3:19][O:20][CH2:21][C:22](Cl)=[O:23].N>CC(N(C)C)=O.O.CO>[CH3:19][O:20][CH2:21][C:22]([NH:6][C:5]1[CH:7]=[CH:8][CH:9]=[C:3]([S:2][CH3:1])[C:4]=1[N+:10]([O-:12])=[O:11])=[O:23]

Komponenten

8

Edukt 4

HCID 222AmmoniaHCID 1049PyridineHCID 96623Methoxyacetyl chlorideHCID 109761553-(Methylthio)-2-nitroaniline

Produkt 1

HCID 867213652-methoxy-N-[3-(methylthio)-2-nitrophenyl]acetamideAusbeute 91 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittelHCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

[step 2] 3-(Methylthio)-2-nitroaniline (1.0 g, 5.4 mmol) obtained in step 1 was dissolved in DMA (5.4 mL), pyridine (0.44 mL, 5.4 mmol) and 2-methoxyacetyl chloride (1.49 mL, 16 mmol) were added, and the mixture was stirred at room temperature for 2 hr. To the reaction solution were added methanol and aqueous ammonia, and the mixture was stirred at room temperature for 30 min. Water was added, and the crystals were collected by filtration, and dried to give 2-methoxy-N-[3-(methylthio)-2-nitrophenyl]acetamide (1.26 g, 91%).

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for 30 min
  2. filtrationthe crystals were collected by filtration
  3. customdried

Quellen und Nachweise

ORD-Eintrag
ord-2cc65d3a3b3a4620afaf63eea3ce3d7a
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08969345B2

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