Ammonia → 2-Bromo-4,6-dinitroaniline

HRID 1399966

Reaktionsgleichung

Reaktionsgleichung von HRID 1399966
O.[N+:2]([C:5]1[CH:11]=[C:10]([N+:12]([O-:14])=[O:13])[CH:9]=[CH:8][C:6]=1[NH2:7])([O-:4])=[O:3].[Br:15]Br.N>C(O)(=O)C>[Br:15][C:8]1[CH:9]=[C:10]([N+:12]([O-:14])=[O:13])[CH:11]=[C:5]([N+:2]([O-:4])=[O:3])[C:6]=1[NH2:7]

Komponenten

6

Edukt 4

HCID 222AmmoniaHCID 962WaterHCID 73212,4-DinitroanilineHCID 24408Bromine

Produkt 1

HCID 157522-Bromo-4,6-dinitroaniline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

To a stirred mixture of H2O (3.75 L) and acetic acid (375 mL) at RT was added 2,4-dinitroaniline (500 g, 2.73 mol) followed by drop wise addition of bromine (210 mL, 4.09 mol) over 30 min. The reaction mixture was stirred at RT for 15 min and then heated to 100° C. for 2 h. The reaction was cooled to RT and poured onto ice-cold H2O (5-6 L) and basified (pH 8-10) with aqueous ammonia. The solid was filtered, washed with cold H2O and dried under vacuum. This solid was washed with n-pentane to obtain i (600 g, 84%).

Aufarbeitung

  1. temperatureheated to 100° C. for 2 h
  2. temperatureThe reaction was cooled to RT
  3. additionpoured onto ice-cold H2O (5-6 L)
  4. filtrationThe solid was filtered
  5. washwashed with cold H2O
  6. customdried under vacuum
  7. washThis solid was washed with n-pentane
  8. customto obtain i (600 g, 84%)

Quellen und Nachweise

ORD-Eintrag
ord-6404271e789b4983adaa16c510cf70c9
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08906902B2

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