Bromine → Methyl 2-amino-5-bromo-3-nitrobenzoate

HRID 12253Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 12253
[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]=1[NH2:13].[Br:15]Br>C(O)(=O)C>[CH3:1][O:2][C:3](=[O:14])[C:4]1[CH:9]=[C:8]([Br:15])[CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[C:5]=1[NH2:13]

Komponenten

4

Edukt 2

HCID 24408BromineHCID 607264Methyl 2-amino-3-nitrobenzoate

Produkt 1

HCID 17984898Methyl 2-amino-5-bromo-3-nitrobenzoateAusbeute 87,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel2×

Versuchsvorschrift

To a solution of 2.23 g (10.4 mmol) of 2-amino-3-nitro-benzoic acid methyl ester in 12 mL of acetic acid was added dropwise over 5 minutes a solution of 0.53 mL (10.4 mmol, 1 eq) of bromine in 2 mL of acetic acid. The mixture was stirred at room temperature for 30 minutes and poured into 100 grams of ice. The precipitated yellow solid was collected by suction filtration and dried to afford 2.50 g (82%) of the title compound as a yellow solid. 1H NMR (CDCl3) δ 3.95 (s, 3H), 8.35 (br s, 2H), 8.6 (d, 1H).

Aufarbeitung

  1. filtrationThe precipitated yellow solid was collected by suction filtration
  2. customdried

Quellen und Nachweise

ORD-Eintrag
ord-becf597f931c48eab6d0ab9385f0ebff
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727992B2

Notizen zur Reaktion

Wird geladen…