2-(4-Bromophenyl)thiophene → 2-(p-Bromophenyl)-5-(m-nitrophenylthio)thiophene

HRID 46650Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 46650
[N+:1]([C:4]1[CH:5]=[C:6]([S:10]Cl)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[Br:12][C:13]1[CH:18]=[CH:17][C:16]([C:19]2[S:20][CH:21]=[CH:22][CH:23]=2)=[CH:15][CH:14]=1>C(Cl)(Cl)(Cl)Cl.[Fe]>[Br:12][C:13]1[CH:14]=[CH:15][C:16]([C:19]2[S:20][C:21]([S:10][C:6]3[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=3)=[CH:22][CH:23]=2)=[CH:17][CH:18]=1

Komponenten

5

Edukt 2

HCID 70182982-(4-Bromophenyl)thiopheneHCID 156206861-(Chlorosulfanyl)-3-nitrobenzene

Produkt 1

HCID 203866592-(p-Bromophenyl)-5-(m-nitrophenylthio)thiopheneAusbeute 44 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23925IronKatalysatorHCID 5943Carbon TetrachlorideLösungsmittel

Versuchsvorschrift

To a solution of 21.2 g (0.112 mole) of m-nitrobenzenesulfenyl chloride in 160 ml of carbon tetrachioride were added 24.5 g (0.103 mole) of 2-(p-bromophenyl)thiophene and 0.1 g of iron powder. The reaction mixture was allowed to stand one week at room temperature. Evaporation of the solvent and recrystallization of the residue from 140 ml of ethyl acetate gave 17.6 g (44%) of 2-(p-bromophenyl)-5-(m-nitrophenylthio)thiophene, m.p. 120°-122° C.

Aufarbeitung

  1. waitto stand one week at room temperature
  2. customEvaporation of the solvent and recrystallization of the residue from 140 ml of ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-362563c75c84490c9f528892d920a28b
Quelldatensatz
uspto-grants-1979_11
Patentnummer
US04174405

Notizen zur Reaktion

Wird geladen…