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Water → 3-Amino-2-bromo-6-chloropyridine-4-carboxylic acid

HRID 887706
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 887706
C[O:2][C:3](=[O:13])[C:4]1[CH:9]=[C:8]([Cl:10])[N:7]=[C:6]([Br:11])[C:5]=1[NH2:12].[OH-].[Na+].C(OCC)C.O>CO>[NH2:12][C:5]1[C:6]([Br:11])=[N:7][C:8]([Cl:10])=[CH:9][C:4]=1[C:3]([OH:13])=[O:2]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 962WaterHCID 3283Diethyl EtherHCID 14798Sodium HydroxideHCID 59355453Methyl 3-amino-2-bromo-6-chloro-4-pyridinecarboxylate

Produkt 1

HCID 593553373-Amino-2-bromo-6-chloropyridine-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887
Methanol
Lösungsmittel

Versuchsvorschrift

3-Amino-2-bromo-6-chloroisonicotinic acid methyl ester (260 mg) (example 3, step 5) was dissolved in methanol (2 mL), 2N aqueous sodium hydroxide solution (2 mL) was added and the reaction mixture was stirred for 2 hours at reflux. After cooling to room temperature, diethyl ether and water were added and the layers were separated. The aqueous layer was washed with diethyl ether and acidified by addition of 2N hydrochloric acid. The formed precipitate was extracted with MTB-ether (3×), the combined organic layer was washed with brine, dried over MgSO4 and concentrated in vacuum to afford 246 mg of

Aufarbeitung

  1. temperatureat reflux
  2. customthe layers were separated
  3. washThe aqueous layer was washed with diethyl ether
  4. additionacidified by addition of 2N hydrochloric acid
  5. extractionThe formed precipitate was extracted with MTB-ether (3×)
  6. washthe combined organic layer was washed with brine
  7. dry with materialdried over MgSO4
  8. concentrationconcentrated in vacuum
  9. customto afford 246 mg of

Quellen und Nachweise

ORD-Eintrag
ord-eba12bab327142c098fcb7e4972ccede
Quelldatensatz
uspto-grants-2012_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08247431B2

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