Bromine → HCID 178508959, Verbindung

HRID 1848361Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1848361
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([OH:8])[N:3]=1.[Br:9]Br>C(O)(=O)C>[NH2:1][C:2]1[N:3]=[C:4]([OH:8])[CH:5]=[CH:6][C:7]=1[Br:9]

Komponenten

4

Edukt 2

HCID 24408BromineHCID 1785076342-Amino-6-hydroxypyridine

Produkt 1

HCID 178508959HCID 178508959, VerbindungAusbeute 68,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

Under an argon atmosphere 2-amino-6-hydroxy-pyridine (19.6 g, 178 mmol) was suspended in acetic acid (100%, 390 mL). Br2 (9.2 mL, 178 mmol) was added at 20° C. over 5 min. The green suspension was stirred at RT for 20 min. The mixture was poured onto H2O (400 mL) and filtered. The filtrate was mixed with brine (200 mL) and extracted with EtOAc (10×400 mL). The combined organic phases were dried (Na2SO4), filtered and concentrated to afford 6-Amino-5-bromo-pyridin-2-ol as a yellow solid (23 g).

Aufarbeitung

  1. additionThe mixture was poured onto H2O (400 mL)
  2. filtrationfiltered
  3. additionThe filtrate was mixed with brine (200 mL)
  4. extractionextracted with EtOAc (10×400 mL)
  5. dry with materialThe combined organic phases were dried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-67d97185f367497a8a7718dd8ad8a328
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08952162B2

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