Sulfuric Acid → Methyl 2-amino-6-chloronicotinate

HRID 77845Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 77845
S(=O)(=O)(O)O.[NH2:6][C:7]1[N:15]=[C:14]([Cl:16])[CH:13]=[CH:12][C:8]=1[C:9]([OH:11])=[O:10].[C:17](=O)([O-])O.[Na+]>CO>[CH3:17][O:10][C:9](=[O:11])[C:8]1[CH:12]=[CH:13][C:14]([Cl:16])=[N:15][C:7]=1[NH2:6]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 122639922-Amino-6-chloronicotinic acid

Produkt 1

HCID 57415887Methyl 2-amino-6-chloronicotinateAusbeute 68 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Concentrated sulfuric acid (25 mL) and 2-amino-6-chloro-nicotinic acid (4.3 g, 25 mmol) described in Manufacturing Example 26-1-1 were added to methanol (50 mL) on an ice bath, and stirred at 70° C. for 5 hours. The reaction mixture was cooled and then neutralized by addition of aqueous sodium hydrogen carbonate (90 g) solution. The precipitated solids were filtered to obtain the title compound (3.2 g, 17 mmol, 68%).

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. filtrationThe precipitated solids were filtered

Quellen und Nachweise

ORD-Eintrag
ord-18895427fbde43ce970f88e3db762416
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841327B2

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