Iodine → 4-Bromo-2-iodo-6-nitroaniline

HRID 1010625

Reaktionsgleichung

Reaktionsgleichung von HRID 1010625
[Br:1][C:2]1[CH:8]=[CH:7][C:5]([NH2:6])=[C:4]([N+:9]([O-:11])=[O:10])[CH:3]=1.[I:12]I>C(O)C.S([O-])([O-])(=O)=O.[Ag+].[Ag+]>[Br:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[C:5]([NH2:6])=[C:7]([I:12])[CH:8]=1

Komponenten

5

Edukt 2

HCID 807IodineHCID 701324-Bromo-2-nitroaniline

Produkt 1

HCID 106887094-Bromo-2-iodo-6-nitroanilineAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 159865Silver sulfateKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

4-Bromo-2-nitroaniline (14.3 g, 0.0659 mol) was added in one portion to iodine (17.6 g, 0.0692 mol) dissolved in ethanol (300 ml), followed by silver (I) sulphate (20.4 g 0.0659 mol). After stirring at ambient temperature for 18 hours the reaction was filtered and the solid obtained was washed with dichloromethane until all the orange product had dissolved. The combined filtrates were evaporated in vacuo and the resulting solid was washed with diethyl ether/40-60 Petroleum ether (1:1) and filtered to give 4-bromo-2-iodo-6-nitroaniline as an orange solid (19.8 g, 88%), which was used without further purification.

Aufarbeitung

  1. filtrationwas filtered
  2. customthe solid obtained
  3. washwas washed with dichloromethane until all the orange product
  4. dissolutionhad dissolved
  5. customThe combined filtrates were evaporated in vacuo
  6. washthe resulting solid was washed with diethyl ether/40-60 Petroleum ether (1:1)
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-5bc3cf4b39e347a3a9399b5da706f73a
Quelldatensatz
uspto-grants-2011_07
Patentnummer
US07977340B2

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