4-Chloro-3-nitrotoluene → 2,5-Dimethyl-3-(4-methyl-2-nitro-phenylsulfanyl)-furan

HRID 2197810Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2197810
Cl[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH3:12][C:13]1[O:14][C:15]([CH3:19])=[CH:16][C:17]=1[SH:18].C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[CH3:12][C:13]1[O:14][C:15]([CH3:19])=[CH:16][C:17]=1[S:18][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

Komponenten

6

Edukt 3

HCID 69764-Chloro-3-nitrotolueneHCID 11430Potassium CarbonateHCID 415692,5-Dimethyl-3-furanthiol

Produkt 1

HCID 684583602,5-Dimethyl-3-(4-methyl-2-nitro-phenylsulfanyl)-furanAusbeute 113,6 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The title compound was prepared from 1-Chloro-4-methyl-2-nitro-benzene (2.00 g, 11.7 mmol), 2,5-Dimethyl-furan-3-thiol (1.50 g, 11.7 mmol), and K2CO3 (3.233 g, 23.4 mmol) heated in DMF at 100° C. for 4 hrs. Reaction mixture was then cooled to room temperature and diluted with water and extracted with ethyl acetate. Dried over Na2SO4, filtered and concentrated under vacuum giving the title compound (3.5 g, 85%).

Aufarbeitung

  1. customReaction mixture
  2. extractionextracted with ethyl acetate
  3. dry with materialDried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-b34bb0a57198446b94f13e5a97d90232
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08338605B2

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