Reaktion #6973

Reaktionsgleichung

ethyl 6-amino-nicotinate

benzoyl isothiocyanate

→

ethyl 6-(3-benzoyl-thioureido)-nicotinate

Ausbeute 82.0%

Lösungsmittel

acetone

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe mixture was concentrated to thin slurry and methanol
2. 2
   workup.ADDITIONwas added
3. 3
   FiltrationThe solid was filtered
4. 4
   Waschenwashed with methanol
5. 5
   Sonstigedried

Vorschrift

A solution of ethyl 6-amino-nicotinate (830 mg, 5 mmol) and benzoyl isothiocyanate (830 mg, 5.1 mmol) in acetone was refluxed for 2 h. The mixture was concentrated to thin slurry and methanol was added. The solid was filtered, washed with methanol and dried to afford ethyl 6-(3-benzoyl-thioureido)-nicotinate (1.35 g, 82%). 1H NMR (CDCl3) δ 13.34 (s, 1 H), 9.04 (m, 3 H), 8.38 (s, 1 H), 7.93 (m, 2 H), 7.66 (m, 3 H), 4.42 (q, 2 H, J=7.6 Hz), 1.41(t, 3 H, J=7.6 Hz).

Quelle