Hydrochloric Acid → 3-Amino-5-bromopyridine-2-carboxylic acid

HRID 517462Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 517462
[NH2:1][C:2]1[C:3]([C:9](N)=[O:10])=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1.[OH-:12].[Na+].Cl>>[NH2:1][C:2]1[C:3]([C:9]([OH:10])=[O:12])=[N:4][CH:5]=[C:6]([Br:8])[CH:7]=1

Komponenten

4

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 210758623-Amino-5-bromopyridine-2-carboxamide

Produkt 1

HCID 497615813-Amino-5-bromopyridine-2-carboxylic acidAusbeute 95 %

Versuchsvorschrift

To a 100 mL round bottom flask, 3-amino-5-bromo-pyridine-2-carboxylic acid amide (1.05 g, 0.0049 mol) and aqueous sodium hydroxide solution (0.98 g in 10 mL water, 0.0245 mol) was added. The reaction mixture was stirred at reflux temperature for 5 h. The volatiles were evaporated under reduced pressure to get the residue. The residue was neutralized to pH=7.0, using 2N HCl at 0° C. to obtain the precipitate. The precipitate was filtered and dried to get the title compound as light yellow solid [1 g, 95%]. 1H NMR (300 MHz, DMSO-d6): δ 7.65 (d, J=2.1 Hz, 1H), 7.20 (d, J=2.1 Hz, 1H), 7.01-7.16 (brs, 2H); LC-MS (ESI): Calculated mass: 215.9; Observed mass: 217.0 [M+H]+ (RT: 0.43 min).

Aufarbeitung

  1. temperatureat reflux temperature for 5 h
  2. customThe volatiles were evaporated under reduced pressure
  3. customto get the residue
  4. customat 0° C.
  5. customto obtain the precipitate
  6. filtrationThe precipitate was filtered
  7. customdried

Quellen und Nachweise

ORD-Eintrag
ord-229e976f434547849df482c4c71c5412
Quelldatensatz
uspto-grants-2015_08
Patentnummer
US09115092B2

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