Reaktion #9043

Reaktionsgleichung

2-aminonicotinic acid

EtOH

→

2-aminonicotinic acid ethyl ester

Ausbeute 74.0%

Lösungsmittel

sulfuric acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux for 16 h
2. 2
   EinengenThe solution was concentrated under reduced pressure
3. 3
   Extraktionextracted with CH2Cl2 (3×50 mL)
4. 4
   TrocknenThe combined organic phases were dried (MgSO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated

Vorschrift

A solution of 2-aminonicotinic acid (2.0 g, 14.4 mmol) in anhydrous EtOH (70 mL) and concentrated sulfuric acid (14 mL) was heated to reflux for 16 h. The solution was concentrated under reduced pressure, neutralized with saturated aqueous Na2CO3 (50 mL) and extracted with CH2Cl2 (3×50 mL). The combined organic phases were dried (MgSO4), filtered and concentrated to give 2-aminonicotinic acid ethyl ester as a yellow solid (1.74 g, 74%). 1H NMR (CDCl3) δ 1.40 (t, 3H, J=6.0 Hz), 4.34 (q, 2H, J=7.0 Hz), 6.41 (br s, 2H (NH2)), 6.63 (m, 1H), 8.14 (d, 1H, J=7.8 Hz), 8.22 (s, 1H).

Quelle