1,3-Dinitrobenzene → 1-Bromo-3,5-dinitrobenzene

HRID 541579

Reaktionsgleichung

Reaktionsgleichung von HRID 541579
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1)([O-:3])=[O:2].[Br:13]N1C(=O)CCC1=O>S(=O)(=O)(O)O>[N+:1]([C:4]1[CH:9]=[C:8]([Br:13])[CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1)([O-:3])=[O:2]

Komponenten

4

Edukt 2

HCID 74521,3-DinitrobenzeneHCID 67184N-bromobutanimide

Produkt 1

HCID 445341-Bromo-3,5-dinitrobenzeneAusbeute 80 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Reaktionsbedingungen

Temperatur
85 °C

Versuchsvorschrift

m-Dinitrobenzene (5.0 g, 0.030 mol) was stirred in sulfuric acid (50 mL) and heated to 85° C. N-Bromosuccinimide (5.0 g, 0.030 mol) was added in portions over 1.5 hours while maintaining a temperature of 85° C. The cooled mixture was poured into ice water and the precipitate was collected, washed with water and recrystallized from methanol to give the desired compound (5.9 g, 80%). LCMS for C6H4BrN2O4 (M+H)+: m/z=248.1.

Aufarbeitung

  1. temperaturewhile maintaining a temperature of 85° C
  2. customthe precipitate was collected
  3. washwashed with water
  4. customrecrystallized from methanol

Quellen und Nachweise

ORD-Eintrag
ord-849f0c1eecfe4953b903c2eca6b00d16
Quelldatensatz
uspto-grants-2014_10
Patentnummer
US08871753B2

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